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Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad-211 002, India
E-mail: ldsyadav@hotmail.com
; Fax: +91 5322460533
; Tel: +91 5322500652
Org. Biomol. Chem., 2012,10, 3932-3936
DOI:
10.1039/C2OB25238D
Received
01 Feb 2012,
Accepted
08 Mar 2012
First published online
09 Mar 2012
A novel one-pot N-heterocyclic carbene (NHC)-catalysed dithiolation of α,β-unsaturated aldehydes (enals) with organic disulfides is reported. The protocol involves homoenolate reactivity of enals, where the homoenolate attacks on the disulfide as a d3 nucleophile followed by thioesterification to afford β-aryl/alkylsulfanyl thioesters with complete atom economy.