4.4 Article

Eosin Y catalyzed visible light mediated aerobic photo-oxidative cleavage of the C-C double bond of styrenes

Journal

TETRAHEDRON LETTERS
Volume 56, Issue 5, Pages 653-656

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.11.141

Keywords

Styrenes; Aldehydes; C-C bond cleavage; Eosin Y; Visible light; Photoredox catalysis

Funding

  1. CSIR [09/001(0379)/2013-EMR-I]

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A mild, efficient, and metal-free oxidative cleavage of C-C double bond to aldehydes utilizing eosin Y as an organophotoredox catalyst has been developed. The green aspects of our work capitalize on the utilization of visible light and air (O-2) as inexpensive, readily-available, non-toxic, and eco-sustainable reagents with the removal of specialized glassware and a powerful UV light source. Moreover, a synthetic application of the photo-oxidative cleavage of C-C double bond is also demonstrated by the convenient synthesis of benzothiazoline. (C) 2014 Elsevier Ltd. All rights reserved.

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