What question did this study set out to answer?

To investigate the effectiveness of a dual catalytic system involving chloranil and CaTiO3 for cascade reactions.

April 16, 2026

Dual Role of Chloranil in Intrinsic CaTiO 3 -Photoredox-Catalyzed Cascade Sulfonylation/Cyclization of 2-Alkynyl Biaryls with Sulfonyl Hydrazides

Key Points

To investigate the effectiveness of a dual catalytic system involving chloranil and CaTiO3 for cascade reactions.
Developed a photoredox catalytic system using intrinsic CaTiO3 and chloranil.
Assessed substrate compatibility with 2-alkynyl biaryls and sulfonyl hydrazides.
Carried out mechanistic studies to elucidate chloranil's dual role.
Achieved good to excellent yields of sulfonyl phenanthrenes across 31 examples.
Demonstrated scalability to gram quantities while maintaining efficiency.
Highlighted the dual role of chloranil in enhancing photocatalytic performance.

Abstract

Herein, we present an intrinsic CaTiO3-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 CaTiO3 semiconductor photocatalyst. Mechanistic studies reveal the dual role of chloranil as both an HAT catalyst to generate RSO2̇ from RSO2NHNH2 and a redox catalyst to enhance the intrinsic photocatalytic performance of intrinsic CaTiO3.

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Cite This Study

Lu et al. (Tue,) studied this question.

synapsesocial.com/papers/69e07d8f2f7e8953b7cbe8cc https://doi.org/https://doi.org/10.1021/acs.joc.6c00230

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