Alkylation of Nonacidic C(sp(3))-H Bonds by Photoinduced Catalytic Michael-Type Radical Addition

作者:Kamijo Shin; Takao Go; Kamijo Kaori; Tsuno Teruo; Ishiguro Katsuya; Murafuji Toshihiro
来源:Organic Letters, 2016, 18(19): 4912-4915.
DOI:10.1021/acs.orglett.6b02391

摘要

Photoinduced catalytic Michael-type radical addition was achieved via olefin insertion into a nonacidic C(sp(3))-H bond, utilizing 2-chloroanthraquinone as a C-H bond-cleaving catalyst and 1,1-bis(phenylsulfonyl)ethylene as an olefinic substrate. The present radical protocol allows carbon chain extension stemming from nonacidic C-H bonds, which complements alkylation at acidic C-H bonds under ionic conditions and installs the active methine site that acts as a versatile synthetic handle for further transformations.

  • 出版日期2016-10-7