Article
Chemistry, Organic
Shruti Rajput, Ramandeep Kaur, Nidhi Jain
Summary: The directing group assisted decarboxylative ortho-benzoylation of N-aryl-7-azaindoles with alpha-keto acids has been achieved by synergistic visible light promoted photoredox and palladium catalysis. The approach offers a rapid method for the synthesis of aryl ketones from simple alpha-keto acid precursors via generation of a benzoyl radical intermediate. The resulting compounds exhibit excellent site-selectivity and good functional group compatibility, suggesting potential anti-cancer and anti-viral activities.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Liwei Zhou, Mingjie Sun, Fengru Zhou, Guobo Deng, Yuan Yang, Yun Liang
Summary: A novel palladium-catalyzed divergent decarboxylative cyclization of 2-iodobiphenyls and alpha-oxocarboxylic acids utilizing the atmosphere as a controlled switch has been reported. Under the protection of a nitrogen atmosphere, tribenzotropones are synthesized by a [4 + 3] decarboxylative cyclization. Employing a palladium/O-2 system enables a [4 + 2] decarboxylative cyclization to assemble triphenylenes. Preliminary mechanistic studies suggest that the formation of triphenylenes involves a double decarboxylation.
Article
Chemistry, Multidisciplinary
Yang Gao, Phil S. Baran
Summary: A new approach to the enantiocontrolled synthesis of alpha-amino ketone derivatives is presented using a decarboxylative acylation strategy. This method yields the desired alpha-amido ketones with good yield and high enantioselectivity when an acyl chloride and an alpha-amido-containing redox-active ester are exposed to a nickel catalyst, chiral ligand, and metal reductant. The reaction has wide substrate scope, scalability, and simplifies the synthesis of known structures.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Shengqiang Wang, Xiaobo Xu, Dapeng Zou, Qijie Xu
Summary: This method utilizes alpha-keto acids as acylation reagent in aqueous media for Ag-Catalyzed decarboxylative acylation of pyridazines, providing a new avenue for synthesizing a diverse array of acylated pyridazines with different substitution patterns. The reaction proceeds smoothly under mild conditions in water, exhibiting good functional group tolerance.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Organic
Amardeep Singh, Monika Diwaker, Akshata Thakur, Khemchand Surana, Manjeet Chopra, Hemant Kumar, Satyasheel Sharma
Summary: O-Carbamate assisted Palladium (II) catalyzed regioselective C-H acylation of coumarins at C-6 position with arylglyoxylic acids was achieved. The synthesized molecules showed anti-inflammatory activity, with compound 3ia being the most active in inhibiting NF-kB expression. Further studies demonstrated that carbamate-based C-6 acylated coumarin derivatives inhibited the nuclear translocation of p65, mitigating the activation of the inflammatory cascade.
Article
Chemistry, Organic
Kaikai Wang, Yajun Li, Xiaoyan Li, Daliang Li, Hongli Bao
Summary: The first iron-catalyzed asymmetric azidation of benzylic peresters has been successfully achieved with trimethylsilyl azide as the azido source. The chiral benzylic azides obtained can be further utilized in various reactions, showcasing the synthetic value of this method. Overall, this study demonstrates the versatility and potential of this new catalytic asymmetric azidation reaction.
Article
Chemistry, Multidisciplinary
Ebbin Joseph, Ian Smith, Jon A. Tunge
Summary: The selective incorporation of fluorine-containing groups adjacent to sterically hindered alkyl groups remains a challenge, but the cobalt-catalyzed method allows for the facile construction of difluoroalkylated products and late-stage functionalization of molecules of biological relevance.
Article
Chemistry, Organic
Shanshan Liu, Pingjun Zhang, Yuanyuan Zhang, Xianying Zhou, Jiahui Liang, Jiang Nan, Yangmin Ma
Summary: A novel method was developed for the synthesis of quinoxalines catalyzed by an acid-functionalized ionic liquid, which showed high tolerance towards various functional groups and could be easily scaled up in water. The developed method featured a recyclable catalytic system, environmentally friendly reaction conditions, simple operation, and a practical workup procedure, suggesting its potential for industrial application in streamlining quinoxaline synthesis.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Xiankai Li, Xiaofei Wang, Jing Zhang
Summary: Here, a ruthenium-catalysed decarboxylative unsymmetric ortho-C-H azaarylation/meta-C-H alkylation using a traceless directing group relay strategy is described. The installation of a 2-pyridyl functionality via carboxyl directed ortho-C-H activation is crucial for the decarboxylation and meta-C-H bond alkylation, enabling the streamlined synthesis of 4-azaaryl-benzo-fused five-membered heterocycles. This protocol exhibits high regio- and chemoselectivity, broad substrate scopes, and good functional group tolerance under redox-neutral conditions.
Article
Chemistry, Organic
Michael P. Stanton, Jessica M. Hoover
Summary: A copper-catalyzed decarboxylative elimination reaction of (hetero)aromatic propionic acids to vinyl (hetero)arenes has been developed. This method provides alkenes from carboxylic acids without the need for stoichiometric Pb or Ag additives or expensive or specialized photocatalysts. Mechanistic experiments show that the reaction proceeds via benzylic deprotonation and subsequent radical decarboxylation, which is different from the single electron-transfer mechanisms in related reactions.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Kai Yang, Yukang Wang, Sanzhong Luo, Niankai Fu
Summary: In this study, we developed an electrophotochemical metal-catalyzed protocol for direct asymmetric decarboxylative cyanation of aliphatic carboxylic acids. By utilizing the synergistic merging of electrophotochemical cerium catalysis and asymmetric electrochemical copper catalysis, mild reaction conditions were achieved for the formation and utilization of carbon-centered radicals. This environmentally benign method smoothly converts a diverse array of arylacetic acids into the corresponding alkyl nitriles in good yields and enantioselectivities without using chemical oxidants or pre-functionalization of the acid substrates and can be readily scaled up.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Applied
Palasetty Chandu, Debabrata Das, Krishna G. Ghosh, Devarajulu Sureshkumar
Summary: This study presents a visible-light mediated photoredox catalyzed decarboxylative alkylation of vinylcyclopropanes using an Ir-based photocatalyst and Cs2CO3 as a base. Long-chained alkylated derivatives were obtained in moderate to high yields under mild reaction conditions without the need for external metal co-catalysts, oxidants, or additives. Various alkyl carboxylic acids and amino acid derivatives were used as alkylating reagents to synthesize gamma,delta-unsaturated diesters and unnatural homo-allylic amino acid derivatives with excellent functional groups tolerance. The method was further validated through gram-scale synthesis and a proposed mechanism based on control experiments and quenching studies.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Applied
Lu-Yu Cai, Heng Zhang, Kuo Wang, Hong-Wu Zhao
Summary: Under the presence of Pd(OAc)(2)/biphenyl-based phosphoramidite ligand (+/-)-L4, the decarboxylative coupling of allyl carbonates with vinyl benzoxazinanones proceeded smoothly, yielding the desired products with acceptable yields. The chemical structure of the obtained compounds was identified by single crystal X-ray analysis.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Nikita Chakraborty, Kamal K. Rajbongshi, Anjali Dahiya, Bubul Das, Akshar Vaishnani, Bhisma K. Patel
Summary: This study presents a N-Iodosuccinimide catalyzed, visible-light-induced oxidative decarboxylative cross-coupling reaction between cinnamic acids and NHsulfoximines, resulting in the formation of alpha-keto-N-acyl sulfoximines by constructing two new C= O bonds and one C-N bond. The in situ-generated N-iodosulfoximine acts as the light-absorbing species without any external photosensitizer. The keto carbonyl and amidic carbonyl oxygen in the product originate from dioxygen and water, respectively.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Kangmei Wen, Yinrong Wu, Jiewen Chen, Jie Shi, Mulin Zheng, Xingang Yao, Xiaodong Tang
Summary: In this study, a copper-mediated decarboxylative coupling reaction of 3-indoleacetic acids with pyrazolones was described. This protocol allows for new functionalization of pyrazolones under simple reaction conditions and demonstrates high compatibility with different functional groups and wide substrate scope. Importantly, the resulting products exhibit antiproliferative activity against cancer cells.
Review
Chemistry, Applied
Jidan Liu, Jinyuan Jiang, Liyao Zheng, Zhao-Qing Liu
ADVANCED SYNTHESIS & CATALYSIS
(2020)
Article
Cell Biology
Yue Zhang, Jidan Liu, Wenfei Li, Fangjun Cao, Guanglin Niu, Shengyue Ji, Xiaoyan Du, Binyun Cao, Xiaopeng An
FRONTIERS IN CELL AND DEVELOPMENTAL BIOLOGY
(2020)
Article
Genetics & Heredity
Yue Zhang, Qiong Wu, Jidan Liu, Xiaopeng An, Binyun Cao
Summary: This study found that Chi-miR-8516 indirectly or directly regulates casein secretion and lipid formation in goat mammary epithelial cells by targeting STC1 and promoting the phosphorylation of MAPK. The research illustrates an axis that regulates the synthesis of milk components.
Article
Chemistry, Organic
Jidan Liu, Zhenke Yang, Jinyuan Jiang, Qiaohai Zeng, Liyao Zheng, Zhao-Qing Liu
Summary: By using oxazoline as a bifunctional nucleophilic directing group, the synthesis of C3-substituted isoindolin-1-ones from oxazolines and cyclopropanols has been achieved, involving the cleavage of three chemical bonds and the formation of three new chemical bonds, including a C-N bond, a C-C bond, and a C-O bond, in a single step.
Article
Cell Biology
Yue Zhang, Qiong Wu, Guanglin Niu, Jidan Liu, Fangjun Cao, Xiaopeng An, Binyun Cao
Summary: This study found that EGF can regulate apoptosis and inflammation in gMEC by inducing the expression of miR-223. The downregulation of ISG15 by EGF and miR-223 is a key factor in this regulatory process.
FRONTIERS IN CELL AND DEVELOPMENTAL BIOLOGY
(2021)
Article
Chemistry, Organic
Jinyuan Jiang, Jidan Liu, Zhenke Yang, Jieying Zheng, Xin Tian, Liyao Zheng, Zhao-Qing Liu
Summary: An efficient method has been developed for the direct C-H oxidative annulation of isoquinolones with allyl alcohols, leading to the synthesis of structurally diverse isoindolo[2,1-b]isoquinolin-5(7H)-ones with high atom economy. This protocol is tolerant of a broad spectrum of functionalities and can be conducted in one-pot operation using readily available N-methoxybenzamides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Applied
Jinyuan Jiang, Jidan Liu, Zhenke Yang, Liyao Zheng, Zhao-Qing Liu
Summary: A one-pot three-component synthesis of benzofuran-3(2H)-ones with tetrasubstituted carbon stereocenters has been successfully developed via Rh(III)-catalyzed C-H/C-C bond activation and cascade annulation, using salicylaldehydes, cyclopropanols, and alkyl alcohols as starting materials.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Zhenke Yang, Jidan Liu, Yuting Li, Jiawen Ding, Liyao Zheng, Zhao-Qing Liu
Summary: A one-pot three-component synthesis method for the preparation of multifunctionalized isoquinolones via Rh(III)-catalyzed C-H activation and tandem annulation has been developed. The catalytic system shows readily available starting materials, a wide tolerance of functional groups, a short reaction time, and high yields. The synthetic utility of the reaction is demonstrated by gram-scale synthesis and derivatization of the obtained products.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Integrative & Complementary Medicine
Jidan Liu, Juanfen Gong, Jinchao Xu, Mengyuan Fang, Meng Su, Weiguang Li, Yiyi Wu, Yang Hui, Yingchun He
Summary: The study utilized network pharmacology and proteomics to investigate the targets and mechanisms of Jianpi Tianjing Decoction (JTD) in the treatment of vascular dementia (VD). The results suggest that JTD may suppress VD development through multiple components, targets, and pathways, making it a potential complementary treatment option for patients with VD.
EVIDENCE-BASED COMPLEMENTARY AND ALTERNATIVE MEDICINE
(2023)
Article
Chemistry, Organic
Lufeng Ouyang, Zhigeng Lin, Shiqi Li, Baoyin Chen, Jidan Liu, Wen-Jing Shi, Liyao Zheng
Summary: An efficient method for synthesizing 2,3-diarylbenzofuran-4-carboxylic acids was developed using Ru-catalyzed C-H alkenylation and aerobic annulation with air as a mild oxidant. The method is compatible with various substrates and exhibits high regioselectivity for C-H bonds. The products obtained can be further transformed into polycyclic compounds, and the protocol was successfully applied for the total synthesis of diptoindonesin G, a natural product with a benzofuran-containing tetracyclic scaffold and potent biological activities.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Jidan Liu, Jinyuan Jiang, Zhenke Yang, Qiaohai Zeng, Jieying Zheng, Siying Zhang, Liyao Zheng, Shang-Shi Zhang, Zhao-Qing Liu
Summary: An efficient Rh(III)-catalyzed C-H oxidative alkylation of N-aryl-7-azaindoles with cyclopropanols by merging tandem C-H and C-C cleavage has been developed, featuring mild reaction conditions, high regioselectivity, and excellent functional group compatibility. The resulting beta-aryl ketone derivatives can be readily transformed into 7-azaindole-containing pi-extended polycyclic heteroarenes.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Correction
Chemistry, Organic
Jidan Liu, Jinyuan Jiang, Zhenke Yang, Qiaohai Zeng, Jieying Zheng, Siying Zhang, Liyao Zheng, Shang-Shi Zhang, Zhao-Qing Liu
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Hui Xie, Mei Zhong, Xiao-Tong Wang, Jia-Qiang Wu, Yan-Qu Cai, Jidan Liu, Bing Shu, Tong Che, Shang-Shi Zhang
Summary: This study presents a novel method for the direct C(sp(2))-H amination of arenes using Cp*Ir(iii) and Cp*Rh(iii) catalysts with the assistance of a thioether directing group. The protocol is redox-neutral, has a broad substrate scope, high functional-group compatibility, and generates the desired products in moderate to excellent yields. This represents the first example of a thioether-directed Cp*Ir(iii) and Cp*Rh(iii)-catalyzed C(sp(2))-H amination reaction, and also demonstrates the use of azide compounds as a diversified and robust aminating reagent in thioether-directed C-H functionalization reactions.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Multidisciplinary Sciences
Yue Zhang, Xinqing Guo, Guohua Wang, Jidan Liu, Peiyu Liang, Huan Wang, Chunyan Zhu, Qiong Wu
Article
Chemistry, Multidisciplinary
Jidan Liu, Erjie Xu, Jinyuan Jiang, Zeng Huang, Liyao Zheng, Zhao-Qing Liu
CHEMICAL COMMUNICATIONS
(2020)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
