Journal
ORGANIC LETTERS
Volume 18, Issue 19, Pages 4912-4915Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02391
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Funding
- Program to Disseminate Tenure Tracking System (MEXT, Japan)
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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.
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