GaCl3-Catalyzed C-H Cyanation of Indoles with N-Cyanosuccinimide

J Org Chem. 2019 May 17;84(10):6199-6206. doi: 10.1021/acs.joc.9b00416. Epub 2019 May 6.

Abstract

An efficient GaCl3-catalyzed direct cyanation of indoles and pyrroles using bench-stable electrophilic cyanating agent N-cyanosuccinimide was achieved and afforded 3-cyanoindoles and 2-cyanopyrroles in good yields and excellent regioselectivities. Notably, this protocol exhibited high reactivity for unprotected indoles and was applicable to a broad range of indole and pyrrole substrates.