Synthesis of 3-cyanoindole derivatives mediated by copper(I) iodide using benzyl cyanide

On Ying Yuen; Pui Ying Choy; Wing Kin Chow; Wing Tak Wong; Fuk Yee Kwong

doi:10.1021/jo3028278

Synthesis of 3-cyanoindole derivatives mediated by copper(I) iodide using benzyl cyanide

J Org Chem. 2013 Apr 5;78(7):3374-8. doi: 10.1021/jo3028278. Epub 2013 Mar 11.

Authors

On Ying Yuen¹, Pui Ying Choy, Wing Kin Chow, Wing Tak Wong, Fuk Yee Kwong

Affiliation

¹ State Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.

PMID: 23448701
DOI: 10.1021/jo3028278

Abstract

Copper-mediated direct and regioselective C3-cyanation of indoles using benzyl cyanide as the cyanide anion source is presented. A wide range of indoles undergo cyanation smoothly by employing a reaction system of copper(I) iodide under open-to-air vessels.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetonitriles / chemistry*
Copper / chemistry*
Indoles / chemical synthesis*
Indoles / chemistry
Iodides / chemistry*
Molecular Structure
Nitriles / chemical synthesis*
Nitriles / chemistry

Substances

3-cyanoindole
Acetonitriles
Indoles
Iodides
Nitriles
benzyl cyanide
Copper
cuprous iodide