- Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling
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An electrochemical hydropyridylation of thioester-activated alkenes with 4-cyanopyridines has been developed. The reactions experience a tandem electroreduction of both substrates on the cathode surface, protonation, and radical cross-coupling process, resulting in a variety of valuable pyridine variants, which contain a tertiary and even a quaternary carbon at the α-position of pyridines, in high yields. The employment of thioesters to the conjugated alkenes enables no requirement of catalyst and high temperature, representing a highly sustainable synthetic method.
- Xu, Hehuan,Liu, Jiayu,Nie, Feiyun,Zhao, Xiaowei,Jiang, Zhiyong
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p. 16204 - 16212
(2021/10/25)
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- Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed [3 + 2] Annulation of Vinyl Enolates with 1-Tosyl-2-vinylaziridine
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The synergistic combination of N-heterocyclic carbene organocatalysis and transition-metal catalysis for a formal [3 + 2] annulation between 3-substituted but-2-enoates and 1-tosyl-2-vinylaziridine was developed. This cooperative strategy provides a facile and efficient access to various functionalized (E)-3-ethylidene-4-vinylpyrrolidin-2-ones in a regioselective and stereoselective manner. The preliminary asymmetric studies were also performed, which indicated a potential for enantioselective annulation of vinyl enolate intermediates with transition-metal-π-allyl species.
- Gao, Jian,Zhang, Jianming,Fang, Shuaishuai,Feng, Jie,Lu, Tao,Du, Ding
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p. 7725 - 7729
(2020/10/09)
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- Design, synthesis and SARs of novel telomerase inhibitors based on BIBR1532
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Telomerase has become one of the new popular targets for the development of anti-tumor drugs. Based on the structural characteristics of the BIBR1532 which has entered the stage of clinical research, six series total of 64 new compounds with diverse struc
- Chen, Fei Hu,Liu, Chao,Liu, Xin Hua,Sheng, Xiao Bao,Zhou, Hua
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- Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters
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A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.
- Wu, Jichang,Mou, Chengli,Chi, Yonggui Robin
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p. 333 - 337
(2018/03/07)
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- Enantioselective Hydrogenation of β,β-Disubstituted Unsaturated Carboxylic Acids under Base-Free Conditions
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An additive-free enantioselective hydrogenation of β,β-disubstituted unsaturated carboxylic acids catalyzed by the Rh-(R,R)-f-spiroPhos complex has been developed. Under mild conditions, a wide scope of β,β-disubstituted unsaturated carboxylic acids were hydrogenated to the corresponding chiral carboxylic acids with excellent enantioselectivities (up to 99.3% ee). This methodology was also successfully applied to the synthesis of the pharmaceutical molecule indatraline.
- Yan, Qiaozhi,Kong, Duanyang,Zhao, Wei,Zi, Guofu,Hou, Guohua
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p. 2070 - 2077
(2016/03/15)
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- N-heterocyclic carbene-catalyzed cyclization of unsaturated acyl chlorides and ketones
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A straightforward synthesis of optically active trifluoromethyl dihydropyranones and spirocyclic oxindole-dihydropyranones has been realized by the chiral N-heterocyclic carbenes-catalyzed cyclization of α,β- unsaturated β-methylacyl chlorides with activated trifluoromethyl ketones or isatin derivatives. Copyright
- Shen, Li-Tao,Shao, Pan-Lin,Ye, Song
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supporting information; experimental part
p. 1943 - 1948
(2011/10/13)
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