Chemoselective synthesis of α-carboline derivatives via hypervalent iodine-catalyzed [3+3] annulation under metal-free conditions  

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作  者:Shuowen Wang Rong Li Shanping Chen Guojiang Mao Wen Shao Guo-Jun Deng 

机构地区:[1]Key Laboratory for Green Organic Synthesis and Application of Hunan Province,Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education,College of Chemistry,Xiangtan University,Xiangtan 411105,China [2]Department School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

出  处:《Green Synthesis and Catalysis》2024年第2期112-116,共5页绿色合成与催化(英文)

基  金:the National Natural Science Foundation of China(Nos.22271244 and 21871226);the Postgraduate Scientific Research Innovation Project of Hunan Province(Nos.XDCX2021B151 and CX20210638);the Open Research Fund of School of Chemistry and Chemical Engineering,Henan Normal University(No.2022C02)are gratefully acknowledged.

摘  要:A strategy for the synthesis ofα-carboline derivatives from indole-3-carboxaldehydes and 3-aminocyclohex-2-enones under metal-free conditions has been developed.The combination use of phenyliodine(Ⅲ)diacetate(PIDA)and benzoic acid could significantly facilitate the corresponding[3+3]annulation process.This newly developed strategy featured unextraordinary chemoselectivity,good functional group tolerance and the preservation of the carbonyl group of the ketone substrates,which offers the possibility for further transformation of the products.

关 键 词:Hypervalent iodine-catalysis ANNULATION METAL-FREE α-Carboline CHEMOSELECTIVITY 

分 类 号:O62[理学—有机化学]

 

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