Green protocol for conjugate addition of thiols to α,β-unsaturated ketones using a [Bmim]PF6/H2O system

Yadav, J. S. ; Reddy, B. V. S. ; Baishya, Gakul (2003) Green protocol for conjugate addition of thiols to α,β-unsaturated ketones using a [Bmim]PF6/H2O system The Journal of Organic Chemistry, 68 (18). pp. 7098-7100. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo034335l

Related URL: http://dx.doi.org/10.1021/jo034335l

Abstract

α,β-Unsaturated ketones undergo conjugate addition rapidly with thiols in a hydrophobic ionic liquid [bmim]PF6/H2O solvent system (2:1) in the absence of any acid catalyst to afford the corresponding Michael adducts in high to quantitative yields with excellent 1,4-selectivity under mild and neutral conditions. The enones show enhanced reactivity in ionic liquids, thereby reducing reaction times and improving the yields significantly. The use of ionic liquids helps to avoid the use of either acid or base catalysts for this conversion. The recovered ionic liquid was reused four to five times with consistent activity.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:58737
Deposited On:02 Sep 2011 03:18
Last Modified:02 Sep 2011 03:18

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