Article
Chemistry, Multidisciplinary
Yue Wu, Peng Guo, Long Chen, Weijie Duan, Zengzhuan Yang, Tao Wang, Ting Chen, Fei Xiong
Summary: The research achieved direct formylation of benzothiazo/les and isoquinolines through a novel iron-catalyzed Minisci-type oxidative coupling process, with exceedingly mild reaction conditions and broad functional group tolerance.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Ming-Chen Fu, Jia-Xin Wang, Wei Ge, Fang-Ming Du, Yao Fu
Summary: In this study, we present an efficient and practical method for the dehalocarboxylation of C(sp(2))-halides using formate and a CO2 radical anion in a nickel-mediated bond-forming process. Various aryl iodides, aryl bromides, and alkenyl bromides with different functional groups successfully underwent the reaction through visible-light photoredox nickel dual catalysis. The synthesis of C-13-labeled drug intermediates and gram-scale synthesis of commercial drugs demonstrated the synthetic value of this approach in drug discovery.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Zhaoyang Cheng, Minghua Li, Xu-Yang Zhang, Yue Sun, Qing-Lei Yu, Xing-Hong Zhang, Zhan Lu
Summary: A cobalt-catalyzed regiodivergent double hydrosilylation reaction has been developed, enabling the synthesis of bis(silane)s with specific regioselectivity. These bis(silane)s show promising applications in optical materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Zhen Yang, Rene M. Koenigs
Summary: A conceptually distinct approach was developed for the dicarbofunctionalization of alkynes at room temperature using simple alkyl iodides and a second molecule of alkyne as coupling partner. This method enables the one-step synthesis of 1,3-enynes with high efficiency without the need for exogenous photosensitizers or oxidants, paving the way for cascade reactions via photochemical palladium catalysis.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Duhao Sun, Bing Zhou, Lanqin Liu, Xiaoyun Chen, Hong Hou, Ying Han, Chaoguo Yan, Yaocheng Shi, Shaoqun Zhu
Summary: This article presents a palladium-catalyzed method for the synthesis of borylated bicycles, fused cycles, and bridged cycles from terminal alkyne-derived enynes. The method demonstrated good isolated yields and was further utilized in large-scale reactions and synthetic derivatization of the borate group.
Article
Chemistry, Organic
Ying Chen, Sailuo Li, Lanting Xu, Dawei Ma
Summary: N-1-(2,6-Dimethylphenyl)-N-2-(pyridin-2-ylmethyl)-oxalamide (DMPPO) was found to be a more effective ligand for copper-catalyzed coupling reaction than previously reported ones. Only 3 mol % CuCl and DMPPO are needed for complete coupling at 100 degrees C (for bromides) and 80 degrees C (for iodides). Both (hetero)aryl and alkyl substituted 1-alkynes showed good reactivity, resulting in the formation of diverse internal alkynes.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Zhaoyang Cheng, Jun Guo, Yufeng Sun, Yushan Zheng, Zhehong Zhou, Zhan Lu
Summary: This study presents a controllable cobalt-catalyzed sequential hydrosilylation/hydroboration reaction of arylacetylenes, achieving high regioselectivities for all possible regio-outcomes. Adjusting the ligands of cobalt catalysts combined with dual catalysis relay strategy is crucial for achieving regio-chemistry control, which may inspire further exploration in diversity-oriented synthesis involving multiple additions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Lei Xu, Shiyu Li, Qi Zhang, Ning Deng, Biao Zhang, Huajian Xu
Summary: A hydroarylation reaction of terminal alkynes with arylboronic acids catalyzed by low loadings of palladium has been developed. The reaction is broad in scope and high-yielding, even on a large scale. It is suitable for the synthesis of deuterium-labeled alkenes and for the late-stage modification of bioactive molecules.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Organic
Wenlong Ren, Mingzhou Wang, Jianqiong Guo, Jintao Zhou, Jianxiao Chu, Yuan Shi, Yian Shi
Summary: A regioselective Pd-catalyzed hydrocarboxylation of terminal olefins with HCOOH is described. A wide variety of branched carboxylic acids can be obtained easily under mild reaction conditions with high regioselectivities. The operation of the reaction is simple and does not require handling toxic CO. The ligand and LiCl play important roles in reaction reactivity and selectivity.
Article
Chemistry, Organic
Jiangui Zhao, Xueli Zheng, Shaokun Tao, Yuxin Zhu, Jiwei Yi, Songbai Tang, Ruixiang Li, Hua Chen, Haiyan Fu, Maolin Yuan
Summary: A new stable biphosphoramidite ligand with strong pi-acceptor capacity has enabled an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes. This method allows the synthesis of various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.
Article
Chemistry, Organic
Muneer-ul-Shafi Bhat, Majid Ahmad Ganie, Masood Ahmad Rizvi, Shabnam Raheem, Bhahwal Ali Shah
Summary: A photoredox thioformylation method using nitromethane as a formyl anion equivalent has been developed for the synthesis of (E)-1,2-difunctionalized acrylaldehyde from terminal alkynes. This strategy introduces an adaptable aldehyde function across an alkyne and provides a new route to synthesizing alpha-alkyl/aryl aldehydes.
Article
Chemistry, Analytical
Hai-Fang Mao, Hui-Min Xing, Miao-Miao Jin, Ji-Bo Liu, Yue-Liang Yao, Yun Zhao
Summary: In this study, the synthetic process of p-hydroxyphenylglycine (p-HPG) by the sulfamic acid-glyoxylic acid-phenol method was investigated using in situ ATR-IR technique. The reaction sequence and key intermediates were determined, and two concomitant reaction paths were proposed for the first time. Through experimental parameter optimization, a 40% increase in the final product yield was achieved compared with previous reports.
ANALYTICAL METHODS
(2022)
Article
Chemistry, Multidisciplinary
Yang Zhou, Hang Chen, Panpan Lei, Chunming Gui, Haifeng Wang, Qiongjiao Yan, Wei Wang, Fener Chen
Summary: This article describes a method for palladium-catalyzed allylic substitution using readily available amino acids under mild conditions. The chemoselectivity and multiple allylation can be controlled by adjusting the reaction conditions. This convenient approach allows for the synthesis of valuable N,O-diallylated amino acids with high yields and good functional group tolerance.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Chuanqi Hou, Pinhong Chen, Guosheng Liu
Summary: This study reports a palladium-catalyzed Markovnikov hydroalkynylation reaction for the synthesis of branched alkynyl compounds. The reaction shows excellent functional group tolerance, high reaction yields, and good regioselectivity. Moreover, asymmetric hydroalkynylation has been achieved by introducing a chiral ligand.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Shu-Mei Xia, Zhi-Wen Yang, Xiang-Yang Yao, Kai-Hong Chen, Li-Qi Qiu, Liang-Nian He
Summary: An unprecedented strategy has been developed for the Cu-catalyzed hydrocarboxylation of alkynes with HCOOH to yield (E)-acrylic derivatives with high regio- and stereoselectivity, utilizing ppm levels of a Pd catalyst for synergistic effects. This method demonstrates successful hydrocarboxylation of both symmetrical and unsymmetrical alkynes bearing various functional groups. Mechanistic investigations suggest a cooperative catalysis mechanism involving Cu and ppm Pd, with HCOOH serving as a hydrogen source.
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)