Acyl-isothiocyanates as efficient thiocyanate transfer reagents.

Org Lett

Department of Chemistry, Indian Institution of Technology Guwahati, Guwahati 781 039, India.

Published: August 2009

An unprecedented transfer of a thiocyanate (-SCN) group from aroyl/acyl isothiocyanate to alkyl or benzylic bromide is observed in the presence of a tertiary amine. This process is most effective when the bromomethyl proton is less acidic, while the presence of a more acidic proton gives 1,3-oxathiol-2-ylidine and other related products.

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Source
http://dx.doi.org/10.1021/ol901561jDOI Listing

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