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Cu‐Catalyzed Selective Oxy‐Cyanoalkylation of Allylamines with Cycloketone Oxime Esters and CO 2
Author(s) -
Ran ChuanKun,
Huang He,
Li XingHui,
Wang Wei,
Ye JianHeng,
Yan SiShun,
Wang BiQin,
Feng Chun,
Yu DaGang
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201900384
Subject(s) - chemistry , oxime , functional group , radical , catalysis , combinatorial chemistry , cyanide , substrate (aquarium) , organic chemistry , medicinal chemistry , oceanography , geology , polymer
Summary of main observation and conclusion The radical‐initiated carboxylative cyclization of allylamines with CO 2 represents an efficient and highly promising strategy to afford valuable 2‐oxazolidinones. However, the radical precursors and pathways to generate radicals in such processes are still limited. Herein, we report the first Cu‐catalyzed selective oxy‐cyanoalkylation of allylamines with cycloketone oxime esters and CO 2 via C—C bond cleavage. Many cyanoalkyl‐substituted 2‐oxazolidinones are obtained in moderate to good yields with high regio‐ and chemo‐selectivities. The utility of this redox‐neutral and cyanide‐free method is demonstrated with mild conditions, broad substrate scope, good functional group tolerance and easy scalability.