Visible-light-induced radical switching using benzothiazolyl sulfides for geminal carbon–carbon bond formation

Abstract

We propose a 2-benzothiazolylthio group as a novel auxiliary for radical switching. Using an acridinium-based photocatalyst, carbon radicals are generated from α-C–H bonds in sulfides, which are subsequently coupled with electron-deficient alkenes. This approach enables efficient access to γ,γ-disubstituted α-amino acid derivatives via two sequential photoredox reactions.

Graphical abstract: Visible-light-induced radical switching using benzothiazolyl sulfides for geminal carbon–carbon bond formation

Supplementary files

Article information

Article type
Communication
Submitted
09 Apr 2025
Accepted
28 May 2025
First published
28 May 2025

Chem. Commun., 2025, Advance Article

Visible-light-induced radical switching using benzothiazolyl sulfides for geminal carbon–carbon bond formation

N. Hasegawa, K. Shibata, H. Hijikata and T. Sengoku, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC01998B

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