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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Published inNew journal of chemistry Vol. 48; no. 41; pp. 17998 - 18003
Main Authors Kavya, Kumar, Honnabandar, Kanaka Vijayashankar, Sridhar, Bilagumba T., Swaroop, Toreshettahally R., Shivakumar, Anantharaman, Mantelingu, Kempegowda
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 21.10.2024
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