Photochemical Radical Bicyclization of 1,5-Enynes: Divergent Synthesis of Fluorenes and Azepinones.

Org Lett

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, No. 100, Shih-Chuan First Rd, Sanmin District, Kaohsiung City 807, Taiwan.

Published: January 2024

A dual nickel- and iridium-photocatalyzed radical cascade bicyclization reaction for the synthesis of highly complex molecular structures in an atom- and step-economic manner has been described. A series of radical precursors are utilized for the divergent synthesis of diversely substituted fluorenes and indenoazepinones bearing quaternary carbons by using cascade cyclization reactions of 1,5-enynes. This reaction is characterized by its mild conditions, broad substrate scope, excellent selectivity, and satisfactory yield including facile scale-up synthesis.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10825824PMC
http://dx.doi.org/10.1021/acs.orglett.3c04246DOI Listing

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