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Radical [3+2] cycloaddition enables polysubstituted pyrrole synthesis via a visible-light-mediated reaction

Heyun Sheng¹, Dabo Guo¹, Yibo Shi¹

¹College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, 473061, China.

Chemical Communications (Cambridge, England)

|May 20, 2025

Abstract

None:

We report a novel photocatalytic [3+2] annulation strategy employing N-aryl glycinates and 2-benzylidenemalononitrile partners for the efficient construction of polysubstituted pyrrole architectures. This methodology features operationally mild, redox-neutral conditions with exceptional functional group tolerance and broad substrate generality, while maintaining remarkable atom economy. Notably, the transformation utilizes dimethyl sulfoxide as both a reaction medium and a green oxidant. These features collectively offer a sustainable and practical approach to accessing poly-substituted pyrrole. The protocol has good scalability and excellent compatibility with biomolecules, which further underscores its potential utility.

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