Visible light sensitization of benzoyl azides: cascade cyclization toward oxindoles via a non-nitrene pathway

Visible light sensitization of benzoyl azides was examined in reaction with N-phenylmethacrylamides to afford biologically important oxindoles and spirooxindoles via a cascade cyclization under mild reaction conditions. Mechanistic studies suggested a non-nitrene pathway, where triplet benzoyl azide...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2017-08, Vol.53 (62), p.8798-8801
Main Authors: Bagal, Dattatraya B, Park, Sung-Woo, Song, Hyun-Ji, Chang, Sukbok
Format: Article
Language:English
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Summary:Visible light sensitization of benzoyl azides was examined in reaction with N-phenylmethacrylamides to afford biologically important oxindoles and spirooxindoles via a cascade cyclization under mild reaction conditions. Mechanistic studies suggested a non-nitrene pathway, where triplet benzoyl azides act as the reactive intermediate.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc04852a