Catalyst-free conjugated addition of thiols to alpha,beta-unsaturated carbonyl compounds in water.
[reaction: see text] Catalyst-free conjugate addition of thiols to alpha,beta-unsaturated carbonyl compounds in water is reported. beta-Sulfido carbonyl compounds were formed at room temperature, in short times and with excellent chemoselectivity. Competitive dithiane/dithiolane formation, transesterification, and ester cleavage were not observed. Water played a dual role in simultaneously activating the alpha,beta-unsaturated carbonyl compound and the thiol. This new methodology constitutes an easy, highly efficient, and green synthesis of beta-sulfido carbonyl compounds.
Khatik
Gopal L
GL
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Punjab, India.
Kumar
Raj
R
Chakraborti
Asit K
AK