Photoredox-Catalyzed N-Centered Radical-Mediated Cascade Annulation/Dearomatization of ortho -Sulfonamide-Tethered Alkylidenecyclopropanes

Organic Letters 2026

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Authors: Zhiqiang Ling, Houyu Mao, Hong Zou, Yun Liang, Xuan‐Hui Ouyang, Guobo Deng
DOI: 10.1021/acs.orglett.6c01266
Cited by: 1
References: 66

Abstract

-sulfonamide-tethered alkylidenecyclopropanes via N-centered radicals has been developed under metal-free conditions. The reaction employs an organic fluorophore 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photocatalyst. This mild and operationally simple photocatalytic system demonstrates that the sulfonamidyl-radical-mediated intramolecular olefin amination effectively integrates radical ring opening with dearomatization pathways, thereby facilitating the synthesis of diverse fused seven-membered cyclic sulfonamides with a broad substrate scope, high regioselectivity, and excellent product diversity.

Fields of Study & Subjects

Radical Photochemical Reactions Cyclopropane Reaction Mechanisms Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
18
Pages
5780–5785
Publication date
25 April 2026
Language
EN