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

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

Org Lett

Graduate School of Sciences and Technology for Innovation and ‡Department of Biology and Chemistry, Yamaguchi University, Yamaguchi 753-8512, Japan.

Published: October 2016

Photoinduced catalytic Michael-type radical addition was achieved via olefin insertion into a nonacidic C(sp)-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.

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Source
http://dx.doi.org/10.1021/acs.orglett.6b02391DOI Listing

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