Catalyst-Free Conjugated Addition of Thiols to α,β-Unsaturated Carbonyl Compounds in Water
Gopal L. Khatik, Raj Kumar and Asit K. Chakraborti*
*Department of Medicinal Chemistry, National Institute of Pharmaceutical
Education and Research (NIPER), Sector 67, S. A. S. Nagar, Punjab 160 062, India, Email:
akchakraborti
niper.ac.in
G. L. Khatik, R. Kumar, A. K. Chakraborti, Org. Lett., 2006, 8, 2433-2436.
DOI: 10.1021/ol060846t
Abstract
β-Sulfido carbonyl compounds were formed at room temperature, in short times and with excellent chemoselectivity by a catalyst-free conjugate addition of thiols to α,β-unsaturated carbonyl compounds in water. Competitive dithiane/dithiolane formation, transesterification, and ester cleavage were not observed.
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Key Words
β-Sulfido carbonyl compounds, 1,4-Addition, Green Chemistry
ID: J54-Y2006-1440
