Benzoic Acid-Promoted C2-H Borylation of Indoles with Pinacolborane

Youliang Zou; Binfeng Zhang; Li Wang; Hua Zhang

doi:10.1021/acs.orglett.1c00809

Benzoic Acid-Promoted C2-H Borylation of Indoles with Pinacolborane

Org Lett. 2021 Apr 2;23(7):2821-2825. doi: 10.1021/acs.orglett.1c00809. Epub 2021 Mar 18.

Authors

Youliang Zou^{1

2}, Binfeng Zhang^{1

2}, Li Wang^{1

2}, Hua Zhang^{1

2}

Affiliations

¹ Key Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education and Hubei Key Laboratory of Catalysis and Materials Science, School of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, China.
² College of Chemistry, Nanchang University, Nanchang 330031, China.

PMID: 33733795
DOI: 10.1021/acs.orglett.1c00809

Abstract

A benzoic acid-promoted C2-H borylation of indoles with pinacolborane to afford C2-borylated indoles is developed. Preliminary mechanistic studies indicate BH₃-related borane species formed via the decomposition of pinacolborane to be the probable catalyst. This transformation provides a prompt route toward the synthesis of diverse C2-functionalized indoles.