Visible-Light-Induced Regioselective C(sp³)-H Acyloxylation of Aryl-2H-azirines with (Diacetoxy)iodobenzene

Aramita De, Sougata Santra, Alakananda Hajra, Grigory V. Zyryanov, Adinath Majee*

*Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India, Email: adinath.majeevisva-bharati.ac.in

A. De, S. Santra, A. Hajra, G. V. Zyrayanov, A. Majee, J. Org. Chem., 2019, 84, 11735-11740.

DOI: 10.1021/acs.joc.9b01625

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Abstract

A visible-light-promoted regioselective coupling of aryl-2H-azirines and (diacetoxy)iodobenzene provides C(sp³)-H acyloxylated azirines in the presence of Rose Bengal as an organophotoredox catalyst. The reaction proceeds under aerobic condition at room temperature via a radical pathway.

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Key Words

2H-azirines, PIDA, organocatalysis, photochemistry

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ID: J42-Y2019