Dual Role of Chloranil in Intrinsic CaTiO 3 -Photoredox-Catalyzed Cascade Sulfonylation/Cyclization of 2-Alkynyl Biaryls with Sulfonyl Hydrazides
Abstract
Herein, we present an intrinsic CaTiO 3 -photoredox/chloranil dual catalytic system for the cascade radical sulfonylation/cyclization of 2-alkynyl biaryls with sulfonyl hydrazides. This protocol demonstrates broad substrate compatibility, enabling the efficient synthesis of sulfonyl phenanthrenes (31 examples) in good to excellent yields under mild and eco-friendly conditions. The process is readily scalable to gram quantities and allows for the facile recovery and repeated use of a CaTiO 3 semiconductor photocatalyst. Mechanistic studies reveal the dual role of chloranil as both an HAT catalyst to generate RSO 2 ̇ from RSO 2 NHNH 2 and a redox catalyst to enhance the intrinsic photocatalytic performance of intrinsic CaTiO 3 .
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Radical Photochemical Reactions
Advanced Photocatalysis Techniques
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 16
- Pages
- 5577–5584
- Publication date
- 14 April 2026
- Language
- EN