Literature DB >> 28736779

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

Dattatraya B Bagal1, Sung-Woo Park1, Hyun-Ji Song1, Sukbok Chang1.   

Abstract

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.

Entities:  

Year:  2017        PMID: 28736779     DOI: 10.1039/c7cc04852a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Sulfonylative and Azidosulfonylative Cyclizations by Visible-Light-Photosensitization of Sulfonyl Azides in THF.

Authors:  Shaoqun Zhu; Atchutarao Pathigoolla; Grace Lowe; Darren A Walsh; Mick Cooper; William Lewis; Hon Wai Lam
Journal:  Chemistry       Date:  2017-11-16       Impact factor: 5.236

2.  Sulfonyl Nitrene and Amidyl Radical: Structure and Reactivity.

Authors:  Jan Zelenka; Aleksandr Pereverzev; Ullrich Jahn; Jana Roithová
Journal:  Chemistry       Date:  2022-04-05       Impact factor: 5.020

  2 in total

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