Oxidative Alkylarylation of N-Aryl Bicyclobutyl Amides with C(sp^(3))–H Feedstocks via C(sp^(3))–H/C(sp^(2))–H Functionalization  

作　　者：Jing Yuan Jiao Zhou Peng-Fei Xia Yu Liu Ke-Wen Tang Jian-Hong Fan 

机构地区：[1]Department of Chemistry and Chemical Engineering,Hunan Institute of Science and Technology,Yueyang,Hunan 414006,China

出　　处：《Chinese Journal of Chemistry》2024年第24期3399-3404,共6页中国化学(英文版)

基　　金：funded by National Natural Science Foundation of China(No.22201070).

摘　　要：The difunctionalization of bicyclo[1.1.0]butanes is an under-explored transformation that accesses to moieties that are otherwise difficult to prepare.Herein,a new oxidative radical alkylarylation of N-aryl bicyclobutyl amides with C(sp^(3))−H feedstocks is achieved in an atom-economic and photocatalyst-and light-free manner.This protocol follows a sequential C(sp^(3))–H/C(sp^(2))–H functionalization,providing an efficient route for diversity-oriented synthesis of functionalized 3-spirocyclobutyl oxindoles.In particular,a wide range of C(sp^(3))−H feedstocks,including ether,alcohol,amine,thioether,polychlorinated methane,silane,acetone,acetonitrile,toluene,and alkane are all suitable for the C(sp^(3))−H functionalization,demonstrating the broad applicability of this transformation.

关 键 词：Bicyclo[1.1.0]butanes C-H Functionalization Strain-release Difunctionalization Spirocyclic oxindoles Cyclization Alkylation Radical reactions C(sp^(3))-H Feedstocks 

分 类 号：O62[理学—有机化学]