Article
Chemistry, Multidisciplinary
Yong-Mei Xiao, Wen-Wen Lv, Jin-Wei Yuan, Liang-Ru Yang, Pu Mao, Wen-Peng Mai
Summary: A nickel-catalyzed molybdenum-promoted carbonylative synthesis method has been developed for the synthesis of aryl thioesters without the presence of CO gas. This method uses Mo(CO)(6) as a solid CO source to obtain a variety of thioesters in moderate yields without the use of expensive metals such as palladium.
Article
Chemistry, Organic
Dan Li, Li Wei, Chaorong Qi, Wenfang Xiong, Hongjian Liu, Huanfeng Jiang
Summary: A palladium-catalyzed direct carbonylation of aryl bromides with carbon dioxide as the carbonyl source has been developed, providing an efficient route to a variety of aryl carboxylic acids in moderate to high yields. The method has many advantages including the use of a simple palladium catalyst system, wide substrate scope, good functional group tolerance, high yields, and easy scalability.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Clotilde Placais, Sherif J. Kaldas, Morgan Donnard, Armen Panossian, David Bernier, Sergii Pazenok, Frederic R. Leroux
Summary: This work presents the synthesis of aryl and alkenyl halides from fluorosulfonates using commercially available ruthenium catalysts. It is the first study to efficiently convert phenols to aryl halides with chloride, bromide, and iodide. Fluorosulfonates can be easily prepared using sulfuryl fluoride (SO2F2) and cost-effective substitutes for triflates. Additionally, this work also reports an efficient coupling of alkenyl fluorosulfonates for the first time. Representative examples demonstrate that the reaction can be carried out in a one-pot process, starting directly from phenol or aldehyde.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Chen Su, Wen-Hua Xu, Rui-Li Guo, Xing-Long Zhang, Xue-Qing Zhu, Ya-Ru Gao, Yong-Qiang Wang
Summary: This study developed a novel method for the synthesis of aporphine analogues, utilizing an intramolecular dehydrogenative coupling of two inert aryl C-H bonds. The method not only exhibits high compatibility with various functional groups, but has also been further applied for the synthesis of natural products aporphine and zenkerine.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Dan Wen, Xing Ge, Ren-Guan Miao, Xinxin Qi, Xiao-Feng Wu
Summary: A palladium-catalyzed carbonylative synthesis of carboxamide substituted 2-pynones from methyl enynoates and nitroarenes has been developed. A wide range of carboxamide substituted 2-pynones were obtained in moderate to high yields with quite high functional group compatibility using nitroarenes as the nitrogen sources and Mo(CO)6 as both CO surrogate and reductant. Late-stage modifications of natural molecules were also achieved.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Organic
Vinothkumar Ganesan, Seokyeong Moon, Sungho Yoon
Summary: A phenanthroline-based porous organic polymer supported heterogeneous Pd catalyst (Pd@Phen-POP) was synthesized by solvent knitting using dichloromethane as a linker source in the presence of Lewis acid AlCl3 catalyst for the Friedel-Crafts reaction. The catalyst effectively catalyzes the alkoxycarbonylation of various substituted aryl iodides with diverse alcohols, producing good to excellent yields. Due to its heterotic nature, the catalyst can be easily separated by simple filtration and recycled.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Bo-Sheng Zhang, Wan-Yuan Jia, Yi-Ming Wang, Joao C. A. Oliveira, Svenja Warratz, Ze-Qiang Zhang, Xue-Ya Gou, Yong-Min Liang, Xi-Cun Wang, Zheng-Jun Quan, Lutz Ackermann
Summary: This report describes a method that utilizes a simple Pd/NBE catalytic system to achieve ortho functionalization of aryl iodide. By introducing dimethylamine and converting it to methyl quaternary ammonium salt, this method solves a long-standing problem in this field.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Tingzhi Lin, Pengcheng Qian, Yan-En Wang, Mingjie Ou, Ning Cui, Yu Ye, Rui Hua, Dan Xiong, Fei Xue, Patrick J. Walsh, Jianyou Mao
Summary: A direct and convenient method for the synthesis of aryl/alkenyl alkyl ketones has been developed. This method overcomes the limitations of previous methods and avoids the use of organometallic reagents.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Yundong Wu, Lei Guo, Yuxuan Liu, Jiannan Xiang, Jun Jiang
Summary: A selective and mild method for the synthesis of N-aryl amides was developed in this study, with good yields obtained in water from commercially available nitroarenes and acyl halides. The reaction, with Fe dust as the only reductant and additive, can be easily performed on a large scale.
Article
Chemistry, Physical
Hui-Qing Geng, Wei Wang, Xiao-Feng Wu
Summary: A nickel-catalyzed carbonylative synthesis of dihydrobenzofurans has been developed, using Mo(CO)(6) as the CO source and manganese metal as the reductant, to react alkyl halides with aryl iodides to give the desired products in moderate to good yields.
CATALYSIS COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Fu-Peng Wu, Yang Yuan, Jiawang Liu, Xiao-Feng Wu
Summary: An unprecedented and challenging defluorinative carbonylation reaction was achieved with the first example of defluorinative carbonylative coupling established using a Pd/Cu cooperative catalyst system. This methodology, using gem-difluoroalkenes and aryl iodides as substrates, provides flexible and facile access to privileged alpha-fluorochalcones under mild reaction conditions in moderate-to-excellent yields. Mechanistic studies demonstrated that transmetalation between palladium and copper intermediates is a crucial step in the catalytic cycle.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Dinesh Gopichand Thakur, Tapan Sahoo, Chiranjit Sen, Nilesh Rathod, Subhash Chandra Ghosh
Summary: We have developed a new method for the synthesis of aryl quinolinyl ketones using Pd-catalyzed direct C-H arylation of quinoline-8-carbaldehydes with either aryl iodides or aryl diazonium salts. Aryl iodides substituted with an electron-donating group showed favorable reactivity, while aryl diazonium salts substituted with an electron-withdrawing group exhibited excellent reactivity. A range of aryl quinolinyl ketones were synthesized in good-to-excellent yields, with excellent functional group tolerance. Additionally, our methodology was successfully applied to synthesize highly potent tubulin polymerization inhibitors and can be easily scaled up to a gram scale.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Yuanrui Wang, Xiao-Feng Wu
Summary: A palladium-catalyzed redox-neutral dicarbonylation of terminal alkynes has been developed, using hydroxylamine as both a nucleophile and a potential oxidant. Maleimides were synthesized in moderate yields under relatively mild conditions without the addition of equivalent oxidants. This reaction involves Pd-H addition to the alkyne and the role of hydroxylamine ester intermediate as an internal oxidant via nucleophilic attack.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Andrea Aloia, Michele Casiello, Lucia D'Accolti, Caterina Fusco, Angelo Nacci, Antonio Monopoli
Summary: A novel Pd-catalysed oxidative coupling reaction between benzoic acids and vinylarenes or acrylates to form isocoumarins and phthalides is described. The reaction takes place smoothly in molten tetrabutylammonium acetate via selective C-H bond activation, employing a low amount of ligand-free palladium acetate as the catalyst, under atmospheric pressure of oxygen. Sub-stoichiometric copper acetate is also required as a reoxidant for palladium.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Jing Wang, Linqiang Li, Zihan Wang, Jingjing Liu, Xinjun Luan
Summary: This article describes a palladium/norbornene-catalyzed trifunctionalization of ortho-unsubstituted aryl iodides via a highly chemoselective cascade process involving intermolecular ortho acylation/intramolecular ortho alkylation/ipso alkenylation. This approach provides a modular and efficient strategy for preparing various polyfunctional benzoheterocyclic scaffolds.
ORGANIC CHEMISTRY FRONTIERS
(2022)
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)