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Phototriggered Dehydration Condensation Using an Aminocyclopropenone

Kenji Mishiro* , Yuki Yushima and Munetaka Kunishima

*Institute for Frontier Science Initiative and Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192 Japan, Email: mishirop.kanazawa-u.ac.jp

K. Mishiro, Y. Yushima, M. Kunishima, Org. Lett., 2017, 19, 4912-4915.

DOI: 10.1021/acs.orglett.7b02383 (free Supporting Information)



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Abstract

A highly reactive ynamine, generated in situ by UV irradiation of an aminocyclopropenone, mediates dehydration condensations of carboxylic acids and amines to provide amides. This reaction is completely controllable by the ON/OFF states of a UV lamp.

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proposed mechanism



Key Words

amides, photochemistry


ID: J54-Y2017