Regioselective Disulfide-Catalyzed Photocatalytic Oxidative Cleavage of 1-Arylbutadienes to Cinnamaldehydes
Rodney A. Fernandes*, Praveen Kumar, Amit Bhowmik and Dnyaneshwar A. Gorve
*Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, Maharashtra, India,
Email: rfernandchem.iitb.ac.in
R. A. Fernandes, P. Kumar, A. Bhowmik, D. A. Gorve, Org. Lett., 2022, 24, 3436-3439.
DOI: 10.1021/acs.orglett.2c00884
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Abstract
A simple, efficient, and environmentally beneficient disulfide-catalyzed photocatalytic regioselective oxidative cleavage of 1-arylbutadienes to cinnamaldehydes offers mild reaction conditions, excellent regioselectivity, and compatibility with a wide range of functional groups.
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proposed mechanism
Iron(III)/O2-Mediated Regioselective Oxidative Cleavage of 1-Arylbutadienes to Cinnamaldehydes
A. Bhowmik, R. A. Fernandes, Org. Lett., 2019, 21, 9203-9207.
Key Words
cleavage of alkenes, enones, oxygen, photochemistry, organocatalysis
ID: J54-Y2022