Selective N1-Acylation of Indazoles with Acid Anhydrides Using an Electrochemical Approach

D. M. M. Mevan Dissanayake, Aaron K. Vannucci*

*Department of Chemistry and Biochemistry, University of South Carolina, 541 Main Street, Columbia, South Carolina 29208, United States, Email: vannuccimailbox.sc.edu

D. M. M. M. Dissanayake, A. J. Vannucci, Org. Lett., 2019, 21, 457-460.

DOI: 10.1021/acs.orglett.8b03683

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Abstract

In an electrochemical method for the selective N1-acylation of indazoles, indazoles are reduced to indazole anions and H₂. A subsequent reaction with acid anhydrides results in selective acylation of the N1-position. This procedure can also be applied to the acylation of benzimidazoles and indoles.

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Key Words

indazoles, acylation

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ID: J54-Y2019