Review
Chemistry, Multidisciplinary
Diksha Gambhir, Sanjay Singh, Ravi P. Singh
Summary: The rational combination of two catalysts has been widely used in the synthesis of biologically and pharmacologically relevant chiral compounds. This review article focuses on the achievements in asymmetric catalysis and synthesis using enamine and iminium-based dual organocatalytic systems. The combination of enamine/iminium catalysis with other organocatalytic systems has paved the way for the construction of complex chiral compounds.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Review
Chemistry, Applied
Daniel Gavina, Marcos Escolano, Javier Torres, Gloria Alzuet-Pina, Maria Sanchez-Rosello, Carlos del Pozo
Summary: Substituted and annulated pyrroles containing chiral centers can be accessed through organocatalytic enantioselective Friedel-Crafts alkylation (FCA) reaction. These compounds are interesting due to their natural occurrence and diverse biological activities. In the past two decades, significant synthetic efforts have been made to develop asymmetric transformations involving pyrroles in the FCA reaction.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Marina Briand, Linh D. Thai, Flavien Bourdreux, Nicolas Vanthuyne, Xavier Moreau, Emmanuel Magnier, Elsa Anselmi, Guillaume Dagousset
Summary: Site-selective trifluoromethylation of silyl dienol ethers derived from alpha,ss-unsaturated aldehydes, ketones, and amides was achieved for the first time in the remote gamma position. An unprecedented enantioselective C(sp(3))-H perfluoroalkylation process is disclosed.
Article
Chemistry, Organic
Chenguang Yu, Peng Ji, Yueteng Zhang, Xiang Meng, Wei Wang
Summary: This method utilizes a cascade cocatalysis strategy to achieve the easy construction of chiral gamma, gamma-disubstituted butenolides, showing good generality and effectiveness.
Review
Chemistry, Organic
Christian D. -T. Nielsen, Joshua D. Linfoot, Alexander F. Williams, Alan C. Spivey
Summary: This review surveys recent synergistic applications of combining chiral organocatalysts with achiral metals for stereoselective transformations. The transformations are classified based on reactivity modes, focusing on organocatalytic activation of carbonyl substrates as chiral nucleophiles and electrophiles in combination with achiral metal co-catalysts. Radical reactions mediated by achiral metal complexes via photocatalysis are also presented, revealing privileged structures and highlighting opportunities for further development in this exciting field.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Cong Fu, Xin Chang, Lu Xiao, Chun -Jiang Wang
Summary: In this study, a one-pot Cu-mediated H-D exchange using inexpensive heavy water as the deuterium source, followed by Cu- and Ir-catalyzed stereodivergent allylic alkylation, has been developed to efficiently access enantioenriched alpha-deuterium-labeled alpha-amino acids.
Article
Chemistry, Physical
Wen-Qian Zhang, Hong-Cheng Shen
Summary: All-carbon quaternary stereocenters are important components of natural products and bioactive compounds, and a nickel and chiral amine cooperative catalysis has been disclosed to enable highly enantioselective allylic alkylation reactions. This method allows for the synthesis of diverse compounds with excellent enantioselectivity, and has been demonstrated in the synthesis of key chiral building blocks for bioactive compounds such as (+)-eptazocine and (-)-aphanorphine.
Article
Chemistry, Multidisciplinary
E. L. Vargas, N. Esteban, J. Cencerrero, V Frances, C. Alvarez, J. A. Miguel, A. Gallardo, A. E. Lozano, M. B. Cid
Summary: A new set of catalytic materials with a pyrrolidine moiety confined in microporous organic polymer networks (POPs) has been developed. These polymers efficiently catalyze the formation of nitrones under mild and sustainable conditions using green solvents through an iminium ion activation mechanism. The polymers are scalable and easily recyclable.
MATERIALS TODAY CHEMISTRY
(2022)
Article
Chemistry, Organic
Luigi Dolcini, Tommaso Gandini, Riccardo Castiglioni, Alberto Bossi, Marta Penconi, Alberto Dal Corso, Cesare Gennari, Luca Pignataro
Summary: This study investigates the use of organic photocatalysts for visible light-promoted beta-functionalization of carbonyl compounds. Donor-acceptor cyanoarenes showed the best results among the tested dyes, promoting the desired transformations in moderate to good yields. The reaction scope was explored on substrates with different steric and electronic properties, and a reductive quenching mechanism involving a transient 5 pi e(-) activation mode was proposed based on fluorescence quenching analysis.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Man Wang, Qirui Xiang, Wen Si, Ran Song, Daoshan Yang, Ming Li, Jian Lv
Summary: A bioinspired cyclization reaction was developed using in situ generated substrates and an oxoammonium salt, leading to the synthesis of pyrano[2,3-b]indoles, which are bioactive compounds, in good yields up to 86% under mild conditions.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Review
Multidisciplinary Sciences
Ruixian Deng, Tian-Jiao Han, Xiang Gao, Yuan-Fu Yang, Guang-Jian Mei
Summary: beta,gamma-Unsaturated alpha-ketoesters are versatile organic synthons in catalytic asymmetric transformations. The highly efficient creation of stereogenic centers with excellent enantioselectivity is achieved through the bidentate coordination of their unique 1,2-dicarbonyl motif to chiral messengers. Various reaction modes of beta,gamma-Unsaturated alpha-ketoesters involving multiple reaction sites have been developed in the past five years. This review provides an updated overview for chemists working in this field, facilitating their discoveries in asymmetric catalysis, natural products synthesis, and drug development.
Article
Chemistry, Multidisciplinary
Michael J. Tilby, Damien F. Dewez, Adrian Hall, Carolina Martinez Lamenca, Michael C. Willis
Summary: In this study, the absolute configuration of sulfur-stereogenic aza-sulfur derivatives was determined using a unique feature of sulfonimidamides. Enantioselective alkylation was achieved by generating prochiral ions from sulfonimidamides with the help of a bis-quaternized phase-transfer catalyst. This demonstrates the potential of using configurationally labile aza-sulfur species in asymmetric catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Yu -Lin Li, Ning Yu, Kui-Cheng He, Yu-Qiang Zhou, Wei-Hao Zheng, Kun Jiang, Ye Wei
Summary: We present a synergistic Cu/secondary amine catalysis for the transformation of an oxindole core into a quinolinone skeleton, leading to the formation of novel pyridine-fused quinolinones. This synergistic reaction involves the expansion of a five-membered lactam ring through radical cation-induced C-C bond cleavage, followed by an intramolecular cyclization to generate distinct core skeletons.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Organic
Hai-Bin Yang
Summary: The field of nucleophilic organocatalysis has gained significant interest and utility in the past two decades. This review highlights the recent advancements in single-electron nucleophilic organocatalysis, categorizing them based on the type of catalyst and emphasizing strategies for radical generation and new bond formation. It also provides an overview of the relationships among different nucleophilic organocatalysis and prospects for future development.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Katrina Bergmann, Rebecca L. Davis
Summary: The study investigates the photosensitive nature of reactive enamine and polyenamine intermediates to improve understanding of light-mediated aminocatalytic reactions. Experimental and computational data suggest that the photophysical properties of enamine intermediates can be adjusted for visible light-mediated reactions by modifying the aminocatalyst.
Article
Chemistry, Applied
Shi-Kai Xiang, Jin-Mei Li, He Huang, Chun Feng, Hai-Liang Ni, Xiao-Zhen Chen, Bi-Qin Wang, Ke-Qing Zhao, Ping Hu, Carl Redshaw
ADVANCED SYNTHESIS & CATALYSIS
(2015)
Article
Chemistry, Organic
He Huang, Zhong-Tao Jiang, Yang Wu, Cheng-Yan Gan, Jin-Mei Li, Shi-Kai Xiang, Chun Feng, Bi-Qin Wang, Wei-Te Yang
Article
Chemistry, Multidisciplinary
Yue-Feng Bai, Li-Qin Chen, Shi-Kai Xiang, Kan Zhang, Qiang-Gen Li, Chun Feng, Ping Hu, Bi-Qin Wang, Ke-Qing Zhao
Article
Chemistry, Organic
He Huang, Yang Wu, Wen Zhang, Chun Feng, Bi-Qin Wang, Wan-Fei Cai, Ping Hu, Ke-Qing Zhao, Shi-Kai Xiang
JOURNAL OF ORGANIC CHEMISTRY
(2017)
Article
Chemistry, Organic
Yang Wu, Wen Zhang, Qiong Peng, Chuan-Kun Ran, Bi-Qin Wang, Ping Hu, Ke-Qing Zhao, Chun Feng, Shi-Kai Xiang
Article
Chemistry, Applied
Shi-Kai Xiang, Dong-Xue Zhang, Hao Hu, Jiang-Ling Shi, Li-Guo Liao, Chun Feng, Bi-Qin Wang, Ke-Qing Zhao, Ping Hu, Hua Yang, Wen-Hao Yu
ADVANCED SYNTHESIS & CATALYSIS
(2013)
Article
Chemistry, Multidisciplinary
Shi-Kai Xiang, Bo Zhang, Li-He Zhang, Yuxin Cui, Ning Jiao
CHEMICAL COMMUNICATIONS
(2011)
Article
Chemistry, Organic
Shi-Kai Xiang, Wen Tan, Dong-Xue Zhang, Xian-Li Tian, Chun Feng, Bi-Qin Wang, Ke-Qing Zhao, Ping Hu, Hua Yang
ORGANIC & BIOMOLECULAR CHEMISTRY
(2013)
Article
Chemistry, Organic
Chun Feng, Xian-Li Tian, Jing Zhou, Shi-Kai Xiang, Wen-Hao Yu, Bi-Qin Wang, Ping Hu, Carl Redshaw, Ke-Qing Zhao
ORGANIC & BIOMOLECULAR CHEMISTRY
(2014)
Article
Chemistry, Organic
Bo Zhang, Shi-Kai Xiang, Li-He Zhang, Yuxin Cui, Ning Jiao
Article
Chemistry, Multidisciplinary
Xiang Shi-Kai, Zhang Bo, Zhang Li-He, Cui YuXin, Jiao Ning
SCIENCE CHINA-CHEMISTRY
(2012)
Article
Chemistry, Multidisciplinary
Xiang ShiKai, Hu Hao, Ma Jing, Li YuanZhuo, Wang BiQin, Feng Chun, Zhao KeQing, Hu Ping, Chen XiaoZhen
SCIENCE CHINA-CHEMISTRY
(2013)
Article
Chemistry, Organic
Dong-Xue Zhang, Shi-Kai Xiang, Hao Hu, Wen Tan, Chun Feng, Bi-Qin Wang, Ke-Qing Zhao, Ping Hu, Hua Yang
Article
Chemistry, Organic
Shi-Kai Xiang, Guolin Wu, Bo Zhang, Yuxin Cui, Ning Jiao
TETRAHEDRON LETTERS
(2012)
Article
Chemistry, Applied
Chun Feng, Yong-Hua Ding, Xi-Dan Han, Wen-Hao Yu, Shi-Kai Xiang, Bi-Qin Wang, Ping Hu, Lai-Cai Li, Xiao-Zhen Chen, Ke-Qing Zhao
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)
