Journal
ORGANIC LETTERS
Volume 18, Issue 24, Pages 6516-6519Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03586
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Funding
- Program to Disseminate Tenure Tracking System (MEXT, Japan)
- Astellas Foundation for Research on Metabolic Disorders
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The catalytic introduction of an allyl group at nonacidic C(sp(3))-H bonds was achieved under photoirradiation, in which 1,2-bis(phenylsulfonyl)-2-propene acts as an allyl source and 5,7,12,14-pentacenetetrone (PT) works as a C-H bond cleaving catalyst. A variety of substances, including alkanes, carbamates, ethers, sulfides, and alcohols, were chemoselectively allylated in a single step under neutral conditions. The present transformation is catalyzed solely by an organic molecule, PT, and proceeds smoothly even under visible light irradiation (425 nm) in the case of alkanes as a starting substance.
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