4.4 Article

Photocatalytic aerobic oxidation/semipinacol rearrangement sequence: a concise route to the core of pseudoindoxyl alkaloids

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 33, Pages 4648-4652

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.06.102

Keywords

Aerobic oxidation; 2,2-Disubstituted indolin-3-one; Semipinacol rearrangement; Photocatalysis

Funding

  1. National Basic Research Program of China [2011CB808603]
  2. National Natural Science Foundation of China [21272087, 21202053, 21232003]

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A visible light-induced photocatalytic aerobic oxidation/semipinacol rearrangement has been successfully developed. This methodology allows for efficient conversion of a wide range of indoles into the synthetically significant 2,2-disubstituted indolin-3-ones, the core structure of pseudoindoxyl alkaloids, under mild reaction conditions. (C) 2014 Published by Elsevier Ltd.

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