Issue 7, 2025

Visible-light induced direct C(sp3)–H bond disulfidation of saturated N-heterocycles through a hydrogen atom transfer (HAT) process

Abstract

We report herein a direct disulfidation of N-α-C(sp3)–H bonds of saturated N-heterocycles, affording a wide range of disulfidation products in moderate to good yields. The method is enabled by merging visible-light photoredox and hydrogen atom transfer (HAT) catalysis, exhibiting good functional group tolerance. Gram scale transformation indicates the potential utility of this method in practical synthesis. Preliminary mechanistic studies indicate that hydrogen atom transfer is critical for the transformation.

Graphical abstract: Visible-light induced direct C(sp3)–H bond disulfidation of saturated N-heterocycles through a hydrogen atom transfer (HAT) process

Supplementary files

Article information

Article type
Research Article
Submitted
20 Dec 2024
Accepted
04 Feb 2025
First published
05 Feb 2025

Org. Chem. Front., 2025,12, 2286-2291

Visible-light induced direct C(sp3)–H bond disulfidation of saturated N-heterocycles through a hydrogen atom transfer (HAT) process

J. Wang, G. Gao, C. Shi, H. Gao, J. Luo, G. Wei, D. Zhang, H. Li, T. Yang and B. Huang, Org. Chem. Front., 2025, 12, 2286 DOI: 10.1039/D4QO02384F

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