Article
Chemistry, Organic
Yu Sun, Jiayu Pan, Xiuqi Wang, Xiaoli Bu, Mengtao Ma, Fei Xue
Summary: A rhodium-catalyzed tandem arylation/cyclization reaction of 3-(ortho-boronated aryl) conjugated enones with unactivated alkynes is described. The use of a rhodium(I)/chiral-diene complex as the catalyst afforded various 2,3-disubstituted indene compounds with high yields, excellent regioselectivities, and enantioselectivities. This approach is attractive as it utilizes simple starting materials such as diarylalkynes, dialkylalkynes, and alkyl(aryl)alkynes.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Liselle Atkin, Daniel L. Priebbenow
Summary: This study reports the use of cobalt complexes to catalyze the C-H functionalization of benzoyl silanes. The reaction allows for the installation of allyl or amido functionality on benzoyl silanes, as well as the synthesis of indenone scaffolds and unique benzoyl silane derivatives.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Yu Sun, Yuanmeng Li, Xiuqi Wang, Xu Cao, Hongping Deng, Xiaoli Bu, Mengtao Ma, Fei Xue
Summary: In this study, we demonstrate a rhodium-catalyzed domino arylation/cyclization reaction that efficiently synthesizes optically active indenols from unactivated internal alkynes. The reaction achieves excellent yields (up to 92%) and extremely high enantioselectivities (up to 99% ee) using newly synthesized amide substituted chiral diene ligands. Furthermore, the synthesis of 21 new chiral diene ligands expands the options for other asymmetric reactions.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Xing Peng, Meng-Meng Zheng, Pei Qin, Xiao-Song Xue, Fa-Guang Zhang, Jun-An Ma
Summary: This study reports a novel synthesis method for the construction of various N-1-aryl-1H-pyrazoles through a silver-catalysed boronate-directed [3 + 2] annulation reaction between aryl diazonium salts and allenylboronates. The reaction demonstrates high regioselectivity and can be conducted under mild conditions. Experimental and computational studies support a reaction mechanism involving a propargyl silver species as the key intermediate.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Wen-Qiang Wu, Hang Shi
Summary: This review summarizes recent advances in the transition-metal-catalyzed dehydrogenative (3 + 2) annulation of aromatic hydrocarbons, which involves the fusion of two distinct components to construct 5-membered carbocycles through the dual functionalization of benzylic and ortho C-H bonds.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Tao Zhang, Cheng Zhang, Xiunan Lu, Chengxing Peng, Yawei Zhang, Xiong Zhu, Guofu Zhong, Jian Zhang
Summary: A ruthenium-catalyzed C-H alkylation/cyclization sequence has been developed for the synthesis of silyl indenes with atom and step-economy. This reaction is triggered by acyl silane-directed C-H activation and controlled by an aldehyde for following enol cyclization/condensation. The protocol exhibits broad tolerance for substitution patterns, and the synthetic elaboration of silyl indenes provides access to a diverse range of interesting indene and indanone derivatives.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Jian Yang, Siliang Ming, Gang Yao, Haifeng Yu, Yu Du, Jun Gong
Summary: An efficient asymmetric [4 + 2] cyclization reaction has been developed using a chiral-at-metal rhodium complex as the catalyst. Enantioenriched chroman derivatives with multiple stereocenters were obtained in high yields and good stereoselectivities. This reaction represents the first catalytic asymmetric [4 + 2] cyclization using chiral Lewis acids as catalysts and provides a useful method for constructing chiral chroman skeletons.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Xiang Ren, Zhan Lu
Summary: A series of new 8-OIQ cobalt complexes were synthesized and used for cobalt-catalyzed 1,4-hydroboration of enones with HBpin to access chiral beta,beta-disubstituted ketones with good to excellent selectivities. The protocol is operationally simple and has a broad substrate scope.
Article
Chemistry, Physical
Souvagya Biswas, Kendra R. Dewese, Balaram Raya, T. RajanBabu
Summary: This study investigates the reactions between ethylene and (E)-2-trialkylsilyloxy-1,3-dienes and their 2-acetoxy derivatives. It is found that using cobalt as the catalyst, the reaction is best conducted at room temperature with methylene chloride as the solvent. Furthermore, it is discovered that two commercially available chiral ligands in combination with cobalt have a significant impact on the regio- and enantioselectivities of the products.
Article
Chemistry, Organic
Yu-Chao Wang, Keke Huang, Xiaojing Lai, Zhongning Shi, Jin-Biao Liu, Guanyinsheng Qiu
Summary: This study reports a facile procedure for the synthesis of various 2-bromo-1-phenyl-5,6-dihydro-3H,7aH-benzo[b]pyrrolo[2,1-c][1,4]oxazin-3-ones via a radical bromination-induced ipso cyclization-ortho cyclization sequence of N-arylpropiolamides in the presence of TBAB and oxone. The radical cyclization sequence involves a radical bromo alpha-addition into the alkyne, ipso-cyclization, and ortho-trapping of the spirocyclic intermediate.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Rui Fu, Yu Liu, Tao Wu, Xinyu Zhang, Yang Zhu, Jiangbin Luo, Zhengyu Zhang, Yaojia Jiang
Summary: This study presents a cascade method for the synthesis of beta-aminoketones through the reductive hydroamination of alkynes under mild metal-free conditions. The method offers a rapid and diverse approach for the synthesis of drug molecules with the beta-aminoketone skeleton.
CHEMICAL COMMUNICATIONS
(2022)
Review
Chemistry, Organic
Sharol Sebastian, Monika, Anil Kumar Khatana, Eqvinshi Yadav, Manoj K. Gupta
Summary: One-carbon homologation-functionalization in organic synthesis presents challenges in terms of atom economy, ease of reaction, selectivity and number of steps involved. However, new methods have been developed to effectively transform carbonyls into various functionalities, which are widely used in target-oriented and natural product synthesis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Jianting Ma, Xue Cui, Junyu Xu, Yinfeng Tan, Yan Wang, Xuesong Wang, Youbin Li
Summary: A one-pot strategy using ynamides as coupling reagents has been developed for the formation of alpha-keto amide bonds under extremely mild reaction conditions. Diversely structural alpha-ketoamides were obtained in up to 98% yield for 36 examples. This reaction offers practical coupling procedure, wide functional group tolerance, and extremely mild conditions, with potential applications in synthetic and medicinal chemistry.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Jinming Ma, Wendian Li, Lin He, Hui Lv
Summary: A series of novel ferrocene-based multidentate phosphine ligands have been developed for iridium-catalyzed enantioselective reduction of alpha,beta-unsaturated ketones, delivering chiral allylic alcohols in high yields and enantioselectivities. The catalyst loading required for gram scale reactions was very low, indicating excellent activity of the newly developed catalytic system for asymmetric hydrogenation of conjugated enones.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Hang Gong, Huiying Zeng, Feng Zhou, Chao-Jun Li
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2015)
Article
Chemistry, Organic
Simon A. Girard, Huawen Huang, Feng Zhou, Guo-Jun Deng, Chao-Jun Li
ORGANIC CHEMISTRY FRONTIERS
(2015)
Article
Chemistry, Organic
Feng Zhou, Xiaoyun Hu, Wanying Zhang, Chao-Jun Li
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Multidisciplinary
Zhenhua Jia, Feng Zhou, Mingxin Liu, Xingshu Li, Albert S. C. Chan, Chao-Jun Li
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2013)
Article
Chemistry, Multidisciplinary
Feng Zhou, Marc-Oliver Simon, Chao-Jun Li
CHEMISTRY-A EUROPEAN JOURNAL
(2013)
Article
Chemistry, Organic
Feng Zhou, Xiuling Han, Xiyan Lu
JOURNAL OF ORGANIC CHEMISTRY
(2011)
Article
Chemistry, Multidisciplinary
Ping Wang, Honghua Rao, Feng Zhou, Ruimao Hua, Chao-Jun Li
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2012)
Article
Chemistry, Organic
Simon A. Girard, Xiong Hu, Thomas Knauber, Feng Zhou, Marc-Olivier Simon, Guo-Jun Deng, Chao-Jun Li
Article
Chemistry, Organic
Feng Zhou, Xiuling Han, Xiyan Lu
TETRAHEDRON LETTERS
(2011)
Article
Multidisciplinary Sciences
Feng Zhou, Chao-Jun Li
NATURE COMMUNICATIONS
(2014)
Review
Chemistry, Multidisciplinary
Alejandra Dominguez-Huerta, Xi-Jie Dai, Feng Zhou, Pierre Querard, Zihang Qiu, Sosthene Ung, Wenbo Liu, Jianbin Li, Chao-Jun Li
CANADIAN JOURNAL OF CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Feng Zhou, Zoe Hearne, Chao-Jun Li
CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Feng Zhou, Chao-Jun Li
Article
Chemistry, Organic
Feng Zhou, Xiaoyun Hu, Wanying Zhang, Chao-Jun Li
ORGANIC CHEMISTRY FRONTIERS
(2018)