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

[Display omitted] 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 (O2) as inexpensive, readily-available, no...

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Bibliographic Details
Published in:Tetrahedron letters 2015-01, Vol.56 (5), p.653-656
Main Authors: Singh, Atul K., Chawla, Ruchi, Yadav, Lal Dhar S.
Format: Article
Language:English
Subjects:
Aldehydes
Bonding
Carbon-carbon composites
Cleavage
C–C bond cleavage
Eosin Y
Glassware
Green aspects
Photoredox catalysis
Styrenes
Synthesis
Tetrahedrons
Utilization
Visible light
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Summary:[Display omitted] 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 (O2) 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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.11.141