Issue 9, 2024

Visible light-promoted difluoromethylthiolation of cycloalkanols by C–C bond cleavage

Abstract

A mild and general methodology for the difluoromethylthiolation of cycloalkanols has been developed by employing N-difluoromethylthiophthalimide as the SCF2H radical source, in combination with an acridinium-derived organo-photosensitizer, under redox-neutral conditions. This reaction protocol demonstrates high efficiency, scalability, and mild reaction conditions, thus presenting a green approach for the rapid synthesis of distal difluoromethylthiolated alkyl ketones that are challenging to be synthesized through alternative means.

Graphical abstract: Visible light-promoted difluoromethylthiolation of cycloalkanols by C–C bond cleavage

Supplementary files

Article information

Article type
Communication
Submitted
21 Dec 2023
Accepted
02 Feb 2024
First published
02 Feb 2024

Org. Biomol. Chem., 2024,22, 1782-1787

Visible light-promoted difluoromethylthiolation of cycloalkanols by C–C bond cleavage

K. He, Y. Mei, N. Jin, Y. Liu and F. Pan, Org. Biomol. Chem., 2024, 22, 1782 DOI: 10.1039/D3OB02078A

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