Article
Chemistry, Multidisciplinary
Lu Xiao, Xin Chang, Hui Xu, Qi Xiong, Yanfeng Dang, Chun-Jiang Wang
Summary: Cooperative bimetallic catalysis enables regio-/stereodivergent asymmetric alpha-allylations of aldimine esters. By employing Et3B as the key activator, racemic allylic alcohols can be directly ionized to form Pd or Ir-pi-allyl species in the presence of achiral Pd or chiral Ir complexes, respectively. The reaction exhibits high regioselectivity and excellent stereoselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jiandong Liu, Hegui Gong, Shaolin Zhu
Summary: A NiH-catalyzed migratory hydroalkenylation reaction of olefins with alkenyl bromides has been developed, yielding benzylic alkenylation products with high yields and excellent chemoselectivity. The mild conditions of the reaction prevent olefinic products from further isomerization or subsequent alkenylation, and catalytic enantioselective hydroalkenylation of styrenes was achieved using a chiral bisoxazoline ligand.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Jitao Xu, Zhilong Li, Yumin Xu, Xiaomin Shu, Haohua Huo
Summary: This study presents an enantioselective benzylic C(sp(3))-H alkenylation of alkylarenes with vinyl bromides via photoinduced nickel catalysis, allowing for the stereodivergent synthesis of enantioenriched Z- and E-alkenes bearing aryl-substituted, allylic tertiary stereogenic centers. The tunable Z/E-selectivity is achieved by energy transfer catalysis with choice of the photocatalyst counteranion, showcasing simple starting materials, mild reaction conditions, broad substrate scope, divergent Z- and E-selectivities, and high enantioselectivities. Additionally, a formal asymmetric benzylic C(sp(3))-H alkylation can be achieved through a one-pot alkenylation/reduction sequence, providing a complementary strategy for stereochemical control in C(sp(3))-C(sp(3)) bond construction.
Article
Chemistry, Organic
Rong-Bin Liang, Can-Ming Zhu, Pei-Qi Song, Lei-Min Zhao, Qing-Xiao Tong, Jian-Ji Zhong
Summary: A simple photoredox-neutral approach is reported for the synthesis of valuable vicinal S,O- and S,N-disubstituted molecules through the three-component thiohydroxylation, thioalkoxylation, and thioamination of vinylarenes.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Physical
Yuanyuan Zhang, Yaoyu Liang, Xiaodan Zhao
Summary: The enantioselective electrophilic three-component thioarylation of alkenes using chiral selenide catalysis with free phenols as arylating sources has been disclosed. Various chiral phenols were obtained in high regio-, enantio-, and diastereoselectivities. Mechanistic studies showed that the transformation proceeded through carbon nucleophilic attack to give the products rather than the intramolecular rearrangement of phenolic ether intermediates.
Article
Chemistry, Physical
Fang Zhou, Shaolin Zhu
Summary: Here, a chiral selective nickel-hydride catalyzed hydroalkylation method is reported for the synthesis of structurally diverse beta-chiral amides from readily accessible beta-alkyl-alpha,beta-unsaturated amides. The regio-reversed hydronickellation process provides a complementary approach to access enantioenriched beta-functionalization amides with a stereocenter at the beta-position.
Article
Multidisciplinary Sciences
Yu-Hua Wen, Zi-Jing Zhang, Shuai Li, Jin Song, Liu-Zhu Gong
Summary: The authors have developed a method to construct four stereoisomers of oxindoles with high enantioselectivity and diastereoselectivity using cooperative copper- and organocatalysis. The ability to precisely control the reactive site planar in the region is of great importance in asymmetric stereodivergent catalysis. This method provides a new strategy for the synthesis of chiral functional molecules and has potential applications in alkaloid synthesis.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Lu Wang, Fuxing Shi, Chaorong Qi, Wenjie Xu, Wenfang Xiong, Bangxiong Kang, Huanfeng Jiang
Summary: The study presents a stereodivergent synthesis of beta-iodoenol carbamates through a photocatalytic three-component coupling, demonstrating the potential synthetic utility and practicality of the method. Additionally, this strategy could provide a general method for stereodivergent construction of trisubstituted alkenes, representing a fascinating challenge in the field of organic chemistry research.
Article
Chemistry, Organic
Wenbo Huang, Xiaofeng Rao, Liqiao Shi, Bing Yang, Buxiao Kuang, Hongqu Wu, Shaoyong Ke, Changhui Liu
Summary: This study presents a novel method for the N-arylation of amino acid esters using alpha-bromoacetaldehyde acetal and acetoacetate via an I2-mediated metal-free benzannulation strategy. The synthesized N-arylated amino acid derivatives exhibited promising selective inhibition against cancer cells, suggesting their potential for drug development.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Ryota Shimotsukue, Kohei Fujii, Yu Sato, Yuki Nagashima, Ken Tanaka
Summary: We have developed a rhodium-catalyzed intermolecular [2+2+2] cycloaddition reaction with excellent selectivity, producing chiral cyclohexadienylamines. The reaction involves the reaction of two arylacetylenes with a cis-enamide or a silylacetylene to yield the desired products with complete regio- and diastereoselectivity and high yields and enantioselectivity. Mechanistic studies suggest the formation of a rhodacyclopentadiene intermediate from the terminal alkynes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Leipeng Xie, Jimin Liang, Haohao Bai, Xuanyu Liu, Xiao Meng, Yuan-Qing Xu, Zhong-Yan Cao, Chao Wang
Summary: In this paper, a ligand-controlled, directing-group-assisted strategy was reported to promote NiH-catalyzed site-selective hydroamination of unactivated alkenes. Proper bidentate nitrogen-containing ligands were used to achieve good-to-excellent regioselectivity for the synthesis of 1,1-, 1,2-, and 1,3-diamines from the same substrates. Various O-benzoylhydroxylamine electrophiles with different functional groups can be installed via Ni migration or nonmigration. These protocols provide a method for the enantioselective synthesis of valuable 1,2-diamines and 1,3-diamines.
Article
Chemistry, Organic
Jibin Li, Zheng Liang, Yuzhi Ren, Jian Gao, Ding Du
Summary: A new class of functionalized gem-difluorocyclopropanes bearing acyl groups was synthesized via the N-heterocyclic carbene catalyzed difluorocyclopropanation of alkenes with aldehydes and CF2Br2. This reaction involves a cascade three-component radical relay/intramolecular cyclization process. The protocol features metal- and photocatalyst-free reaction conditions, readily accessible starting materials, good functional group tolerance, and easy scalability. Moreover, this strategy is appealing to pharmaceutical chemistry because it is potentially useful in constructing and modifying bioactive molecules via late-stage functionalization.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Chong Shen, Xiang Cheng, Liang Wei, Ruo-Qing Wang, Chun-Jiang Wang
Summary: The study reported a method for rapid construction of multiple C-C bonds using a single catalyst, successfully synthesizing various pseudo-C-2 symmetrical cyanoacetate derivatives and developing a more challenging sequential allylic alkylation method, which can produce products with three contiguous stereocenters.
Article
Chemistry, Multidisciplinary
Xin Chang, Xiang Cheng, Xue-Tao Liu, Cong Fu, Wei-Yi Wang, Chun-Jiang Wang
Summary: An unprecedented hydroalkylation reaction catalyzed by Cu/Ru relay was developed, merging the ruthenium-catalyzed asymmetric borrowing-hydrogen reaction with a copper-catalyzed asymmetric Michael addition. This method enables the efficient preparation of highly functionalized delta-hydroxyesters bearing 1,4-nonadjacent stereocenters with high levels of diastereoselectivity and excellent enantioselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Wei-Song Zhang, Ding-Wei Ji, Ying Li, Xiang-Xin Zhang, Chao-Yang Zhao, Yan-Cheng Hu, Qing-An Chen
Summary: A divergent regio- and stereoselective diarylation of dienes has been developed under Ni/Cr cocatalysis without the inherent driving force for the formation of polar metal alkoxides. Experimental studies have shown the key roles of Ni, Cr, and redox-active bis(imino)pyridine (PDI) ligands. The proposed mechanism suggests the involvement of organonickel species in the formation of the newly created C-C bond.
Article
Chemistry, Organic
Rambabu N. Reddi, Arjun Gontala, Pragati K. Prasad, Arumugam Sudalai
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2016)
Article
Chemistry, Organic
Pragati K. Prasad, Rupali G. Kalshetti, Rambabu N. Reddi, Sanjay P. Kamble, Arumugam Sudalai
ORGANIC & BIOMOLECULAR CHEMISTRY
(2016)
Article
Chemistry, Organic
Pragati K. Prasad, Rambabu N. Reddi, Arumugam Sudalai
Article
Chemistry, Analytical
Sandeep G. Surya, B. S. Narayan Ashwath, Sushma Mishra, A. R. B. Karthik, A. B. Sastry, B. L. V. Prasad, Dinesh Rangappa, V. Ramgopal Rao
SENSORS AND ACTUATORS B-CHEMICAL
(2016)
Article
Chemistry, Inorganic & Nuclear
Rambabu N. Reddi, Pragati K. Prasad, Rupali G. Kalshetti, Arumugam Sudalai
TETRAHEDRON-ASYMMETRY
(2017)
Article
Chemistry, Multidisciplinary
Amit K. Jaiswal, Pragati K. Prasad, Rowan D. Young
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Multidisciplinary Sciences
Naama Lahav-Mankovski, Pragati Kishore Prasad, Noa Oppenheimer-Low, Gal Raviv, Tali Dadosh, Tamar Unger, Tomer Meir Salame, Leila Motiei, David Margulies
NATURE COMMUNICATIONS
(2020)
Article
Biology
Angela Mosebarger, Rambabu N. Reddi, Ramkumar Menon, Ananth Kumar Kammala
Summary: Osthole and its derivatives have the potential to regulate inflammatory responses, which may delay preterm birth and increase neonatal survival rates.
Article
Chemistry, Organic
Pragati Kishore Prasad, Naama Lahav-Mankovski, Leila Motiei, David Margulies
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Review
Chemistry, Organic
Pragati K. Prasad, Rambabu N. Reddi, Sudalai Arumugam
ORGANIC & BIOMOLECULAR CHEMISTRY
(2018)
Article
Chemistry, Multidisciplinary
Xingxing Wu, Lin Hao, Yuexia Zhang, Maiti Rakesh, Rambabu N. Reddi, Song Yang, Bao-An Song, Yonggui Robin Chi
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
Article
Chemistry, Multidisciplinary
Xingxing Wu, Yuexia Zhang, Yuhuang Wang, Jie Ke, Martin Jeret, Rambabu N. Reddi, Song Yang, Bao-An Song, Yonggui Robin Chi
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
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)
