Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 13, Pages 8396-8405Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00301
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A practical strategy for the synthesis of 3-acylimino-3H-1,2-dithiol derivatives via a metal-free annulation reaction of alkynylnitriles with thiocarboxylic acids mediated by ionic liquids [BMIM]Br has been reported. This simple protocol offers an easy and rapid access to a library of dithiol derivatives in moderate to good yields.
ABSTRACT: A practical and straightforward strategy for the synthesis of 3-acylimino-3H-1,2-dithiol derivatives via a metal-free annulation reaction of alkynylnitriles with thiocarboxylic acids mediated by ionic liquids [BMIM]Br has been reported. This operationally simple protocol offers an easy and rapid access to a library of dithiol derivatives in moderate to good yields. The mechanistic studies show a benzoyldithio anion addition to alkynylnitriles followed by an annulation reaction through the involvement of a disulfide moiety as the key intermediate.
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