Article
Chemistry, Organic
Ting -Ting Li, Yong You, Ting-Jia Sun, Yan-Ping Zhang, Jian-Qiang Zhao, Zhen-Hua Wang, Wei-Cheng Yuan
Summary: A copper-catalyzed decarboxylative cascade cyclization of propargylic cyclic carbonates/carbamates with pyridinium 1,4-zwitterionic thiolates is developed, resulting in the efficient embedding of four new bonds (two C-C, one C-O/N, one C-S) and four new stereocenters into tetracyclic fused scaffolds in a single step, with moderate to good yields and excellent diastereoselectivities.
Article
Chemistry, Organic
Akanksha M. Pandey, Shankhajit Mondal, Boopathy Gnanaprakasam
Summary: Continuous-flow reactors are an ideal tool for synthesizing potentially explosive but synthetically useful organic substances. This study reports the continuous-flow direct azidation of alcohols using TMSN3 as a transfer reagent and Amberlyst-15 as a recyclable catalyst. The study also explores the application of continuous-flow reactors in other organic reactions.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yongjuan Jiao, Tao Wu, Xinyu Zhang, Yaojia Jiang
Summary: A unique and efficient copper catalytic system has been established for the synthesis of fluorinated 2-azadienes. The developed method features a broad substrate scope, easy handling, step economy, and well-defined selectivity.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Bitan Sardar, Debjyoti Pal, Rajashri Sarmah, Dipankar Srimani
Summary: Herein, we report the unprecedented dehydrogenative annulation of alcohols with 2'-aminoacetophenone catalyzed by acridine-based SNS-Ru pincer complex. This reaction allows for the synthesis of 2,3-disubstituted-4-quinolones. The developed protocol demonstrates excellent substrate scope and synthetic versatility, leading to the synthesis of antibiotic 4-quinolones and various post-synthetic modifications of the synthesized scaffolds.
CHEMICAL COMMUNICATIONS
(2023)
Review
Chemistry, Multidisciplinary
Yong You, Yan-Ping Zhang, Zhen-Hua Wang, Jian-Qiang Zhao, Jun-Qing Yin, Wei-Cheng Yuan
Summary: Copper-catalyzed decarboxylative reactions of propargylic cyclic carbonates/carbamates are an efficient way to construct various useful skeletons. The field has gained attention and made significant progress due to the reaction sites of propargylic cyclic carbonates/carbamates and the advantages of copper catalysis. This review addresses the achievements, mechanisms, synthetic applications, limitations, challenges, and opportunities in this field.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Isha Jain, Payal Malik
Summary: An eco-friendly method for the synthesis of primary carbamates from alcohols and urea using indium triflate as catalyst has been developed. The reaction provides good to excellent yields of carbamates from various alcohols and allows for the synthesis of N-substituted ureas from amines. The mechanism involves urea activation by indium through O-coordination, followed by nucleophilic attack by alcohols or amines.
Article
Chemistry, Inorganic & Nuclear
Xiancui Zhu, Yawen Qi, Yuanqing Yang, Dianjun Guo, Zeming Huang, Lijun Zhang, Yun Wei, Shuangliu Zhou, Shaowu Wang
Summary: Novel N,N,N-tridentate beta-diketiminato rare-earthmetal dialkyl complexes have been synthesized and their catalytic behaviors towards hydroalkoxylation and tandem hydroalkoxylation/cyclohydroamination reactions have been investigated.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Bruna Papa Spadafora, Francisco Wanderson Moreira Ribeiro, Jullyane Emi Matsushima, Elaine Miho Ariga, Isaac Omari, Priscila Machado Arruda Soares, Diogo de Oliveira-Silva, Elisangela Vinhato, J. Scott McIndoe, Thiago Carita Correra, Alessandro Rodrigues
Summary: This study reports the regio- and diastereoselective synthesis of oxazolidinones via a Pd-catalyzed vicinal C-N/C-Cl bond-forming reaction from internal alkenes of allylic carbamates. The products are obtained in high yields and excellent diastereoselectivities. Detailed mechanistic studies were carried out to describe the reaction process, including the role of Cu(ii) in a C-Cl bond-forming mechanism step.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xin Liu, Thomas Werner
Summary: A manganese pincer complex is reported as a versatile catalyst for the transfer hydrogenation of amides, carbamates, urea derivatives, and polyurethanes, leading to the corresponding alcohols, amines, and methanol. This method represents an approach to the indirect reduction of CO2 and shows the first examples of reduction of carbamates and urea derivatives as well as C-N bond cleavage in amides by transfer hydrogenation. The general applicability of this methodology is demonstrated by successful reduction of various compounds with good to excellent yields.
Article
Chemistry, Organic
Zhengqiang Fu, Xinghua Wang, Sheng Tao, Qingqing Bu, Donghui Wei, Ning Liu
Summary: The development of a new transition metal catalyzed amide forming reaction with a wide substrate scope and low catalyst loading represents a novel approach to overcome the limitations of traditional methods.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Zhi-Peng Bao, Xiao-Feng Wu
Summary: This article develops an efficient and convenient palladium-catalyzed carbonylation reaction for the synthesis of 2-cyano-N-acetamide and 2-cyanoacetate compounds. The reaction proceeds under mild conditions via a radical intermediate, suitable for late-stage functionalization. Gram-scale experiment was successfully performed with low catalyst loading, yielding the target product excellently. Additionally, this transformation can be carried out under atmospheric pressure and provides alternative routes to drug precursors.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Xiang Liu, Wen Li, Wenxuan Jiang, Hao Lu, Jiali Liu, Yijun Lin, Hua Cao
Summary: A Cu(II)-catalyzed C-H amidation/cyclization reaction using dioxazolones as acyl nitrene transfer reagents is reported. This reaction allows for the synthesis of a variety of 1,2,4-triazolo[1,5-a]pyridine derivatives with moderate to good yields and excellent functional group tolerance. Scale-up reactions and photoluminescence properties are also discussed.
Article
Chemistry, Multidisciplinary
Jinshan Li, Wenxue Xi, Rong Zhong, Jianguo Yang, Lei Wang, Hanfeng Ding, Zhiming Wang
Summary: A novel method catalyzed by HFIP for the synthesis of various α,α-difluoroketones has been developed, which are important intermediates in medicinal and organic chemistry. Moreover, this method can also be applied in the late-stage dehydroxydifluoroalkylation of compounds.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Sen Yang, Hao Hu, Ming Chen
Summary: A highly efficient visible-light-induced elimination method for alkyl halides is presented, which selectively yields unactivated terminal olefins vital in organic synthesis.
Article
Chemistry, Organic
Sen Yang, Hao Hu, Ming Chen
Summary: A highly efficient method for visible-light-induced regio- and chemoselective elimination of alkyl halides yielding unactivated terminal olefins vital in organic synthesis is presented. The reaction, achieved through ligand control, exhibits remarkable regioselectivity and suppresses undesired side reactions, particularly 1,5-hydrogen atom transfer (HAT). This method favors primary alkyl halides while preserving secondary and tertiary alkyl bromides, thereby enabling the incorporation of terminal olefins in complex molecules for late-stage functionalization.
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)