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Electrophilic Activation of Carboxylic Anhydrides for Nucleophilic Acylation Reactions

Varun Kumar, Anil Rana, Chhuttan Lal Meena, Nidhi Sharma, Yashwant Kumar, Dinesh Mahajan*

*Drug Discovery Research Center, Translational Health Science and Technology Institute, Faridabad 121001, India, Email: dinesh.mahajanthsti.res.in

V. Kumar, A. Rana, C. L. Meena, N. Sharma, Y. Kumar, D. Mehajan, Synthesis, 2018, 50, 3902-3910.

DOI: 10.1055/s-0037-1609564 (free Supporting Information)


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Abstract

Electrophilic activation of carboxylic anhydride using methanesulfonyl chloride is an efficient method for nucleophilic acylation, which increases product yield by restricting the formation of corresponding acid as a side product. The developed protocol enables one-pot nucleophilic acylation of anhydrides with several types of N- and S-nucleophiles in high yield demonstrating appreciable functional group tolerance.

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Key Words

nucelophilic acylation, amides, electrophilic activation, anhydride activation, mesyl chloride


ID: J66-Y2018