Redox-Neutral Cyclization of 2-Isocyanobiaryls through Photoredox/PPh Dual Catalysis.

Org Lett

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China.

Published: December 2023

The photoredox/PPh-mediated cyclization of 2-isocyanobiaryls has been developed. A substantial range of functional-group-rich phenanthridine derivatives were synthesized at room temperature in a highly selective and atom-economic manner. Mechanistic studies suggested that the cyclization process is probably mediated both by PhP radical cation with key 1,2-hydride transfer and hydrogen atom generated through O-H bond homolytic cleavage of PhP-OH radical intermediate.

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http://dx.doi.org/10.1021/acs.orglett.3c03744DOI Listing

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