Gold(III) chloride catalyzed synthesis of 1-cyanoisoindoles

Thomas S A Heugebaert; Christian V Stevens

doi:10.1021/ol902031f

Gold(III) chloride catalyzed synthesis of 1-cyanoisoindoles

Org Lett. 2009 Nov 5;11(21):5018-21. doi: 10.1021/ol902031f.

Authors

Thomas S A Heugebaert¹, Christian V Stevens

Affiliation

¹ Research Group SynBioC, Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Coupure links 653, B-9000 Ghent, Belgium.

PMID: 19803474
DOI: 10.1021/ol902031f

Abstract

A two-step synthesis of 1-cyanoisoindoles starting from ethynylbenzaldehyde is presented. The key step is a mild, high-yielding, gold-catalyzed rearrangement of N-allylic aminonitriles.

Publication types

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

MeSH terms

Catalysis
Cyclization
Gold Compounds / chemistry*
Indoles / chemical synthesis*
Indoles / chemistry
Molecular Structure
Nitriles / chemical synthesis*
Nitriles / chemistry

Substances

Gold Compounds
Indoles
Nitriles
gold chloride