4.6 Article

Photochemically induced radical alkynylation of C(sp3)-H bonds

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 11, 期 1, 页码 164-169

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob26785c

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  1. Funding Program for Next Generation World-Leading Researchers (JSPS)

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A general strategy for photochemical alkynylation of unreactive C(sp(3))-H bonds has been developed. After C-H abstraction by the photo-excited benzophenone, a two-carbon unit was efficiently transferred to the generated radical from 1-tosyl-2-(trimethylsilyl)acetylene to afford the alkynylated product. The present reaction enables construction of various tri- and tetra-substituted carbons from heteroatom-substituted methylenes, methines and alkanes in a highly chemoselective fashion, and would serve as a new synthetic strategy for rapid construction of complex structures.

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