Ionic Liquid-Mediated One-Pot 3‑Acylimino‑3H‑1,2-dithiole Synthesis from Thiocarboxylic Acids and Alkynylnitriles via In Situ Generation of Disulfide Intermediates

Ionic Liquid-Mediated One-Pot 3‑Acylimino‑3H‑1,2-dithiole Synthesis from Thiocarboxylic Acids and Alkynylnitriles via In Situ Generation of Disulfide Intermediates

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 acc...

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Veröffentlicht in:Journal of organic chemistry 2022-07, Vol.87 (13), p.8396-8405
Hauptverfasser: Kumari, Chandresh, Goswami, Avijit
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container_title Journal of organic chemistry
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creator Kumari, Chandresh
Goswami, Avijit
description 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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title Ionic Liquid-Mediated One-Pot 3‑Acylimino‑3H‑1,2-dithiole Synthesis from Thiocarboxylic Acids and Alkynylnitriles via In Situ Generation of Disulfide Intermediates
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