Methanesulfonic anhydride-promoted sustainable synthesis of thioesters from feedstock acids and thiols

An unprecedented metal-, halogen- and solvent-free, MSAA-promoted S -carbonylation of thiols with feedstock acids has been developed. This new transformation provides an efficient and atom-economic strategy for the synthesis of thioesters in a single operation from readily available and inexpensive...

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Bibliographic Details
Published in:Journal of chemical sciences (Bangalore, India) India), 2021-02, Vol.133 (1), Article 20
Main Authors: Singh, Pallavi, Peddinti, Rama Krishna
Format: Article
Language:English
Subjects:
Carbonyls
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Raw materials
Reagents
Regular Article
Synthesis
Thioesters
Thiols
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Summary:An unprecedented metal-, halogen- and solvent-free, MSAA-promoted S -carbonylation of thiols with feedstock acids has been developed. This new transformation provides an efficient and atom-economic strategy for the synthesis of thioesters in a single operation from readily available and inexpensive starting materials. The reaction avoids the use of expensive and hazardous coupling reagents, bases and generates water as the only by-product, thus making this chemical synthetic process more viable, environment-friendly and contributing towards sustainable chemistry. Graphic abstract An efficient and novel strategy was established for dehydrative nucleophilic substitution reaction of feedstock acids with thiols, which systematically unravels the feasibility and practicality of thioester formation in a step- and atom-economical fashion.
ISSN:0974-3626
0973-7103
DOI:10.1007/s12039-020-01871-5