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Visible Light-Induced Direct S0 → Tn Transition of Benzophenone Promotes C(sp3)-H Alkynylation of Ethers and Amides

Koki Matsumoto, Masaya Nakajima* and Tetsuhiro Nemoto*

*Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan, Email: m.nakajimachiba-u.jp, tnemotofaculty.chiba-u.jp

K. Matsumoto, M. Nakajima, T. Nemoto, J. Org. Chem., 2020, 85, 11802-11811.

DOI: 10.1021/acs.joc.0c01573


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Abstract

The S0 → Tn transition of benzophenone promotes C(sp3)-H alkynylations of ethers and amides with hypervalent iodine reagents under mild conditions. The selective benzophenone excitation prevents the decomposition of the alkynylating reagent.

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Key Words

tetrahydrofurans, photochemistry


ID: J42-Y2020