Visible-light-induced radical cascade cyclization: a catalyst-free synthetic approach to trifluoromethylated heterocycles.

Beilstein J Org Chem

State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen, 518055, China.

Published: January 2024

A visible-light-promoted research protocol for constructing dihydropyrido[1,2-]indolone skeletons is herein described proceeding through a cascade cyclization mediated by trifluoromethyl radicals. This method allows the efficient synthesis of various indole derivatives without the need of photocatalysts or transition-metal catalysts. Mechanism experiments indicate that the process involves a radical chain process initiated by the homolysis of Umemoto's reagent. This straightforward method enables a rapid access to heterocycles containing a trifluoromethyl group.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10804559PMC
http://dx.doi.org/10.3762/bjoc.20.12DOI Listing

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