Cyclocondensation of o -phenylenediamines with α-ketothioesters: a novel approach for the synthesis of 2-acylbenzimidazoles

We herein present a novel and an unexpected method for the synthesis of α-ketothioesters by the reaction of pyrrolidine with α-oxodithioesters followed by treatment with methyl iodide in methanol. One of the synthetic applications of α-ketothioesters for the synthesis of 2-acylbenzimidazoles by acid...

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Bibliographic Details
Published in:New journal of chemistry 2024-10, Vol.48 (41), p.17998-18003
Main Authors: Kavya, Kumar, Honnabandar, Kanaka Vijayashankar, Sridhar, Bilagumba T., Swaroop, Toreshettahally R., Shivakumar, Anantharaman, Mantelingu, Kempegowda
Format: Article
Language:English
Subjects:
Benzene
Chemical synthesis
Diamines
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Summary:We herein present a novel and an unexpected method for the synthesis of α-ketothioesters by the reaction of pyrrolidine with α-oxodithioesters followed by treatment with methyl iodide in methanol. One of the synthetic applications of α-ketothioesters for the synthesis of 2-acylbenzimidazoles by acid-catalyzed cyclocondensation with benzene-1,2-diamines is described. The probable mechanisms of formation of α-ketothioesters and 2-acylbenzimidazoles are proposed.
ISSN:1144-0546
1369-9261
DOI:10.1039/D4NJ03105A