Regioselective synthesis of indoles via reductive annulation of nitrosoaromatics with alkynes

Andrea Penoni; Jerome Volkmann; Kenneth M Nicholas

doi:10.1021/ol017139e

Regioselective synthesis of indoles via reductive annulation of nitrosoaromatics with alkynes

Org Lett. 2002 Mar 7;4(5):699-701. doi: 10.1021/ol017139e.

Authors

Andrea Penoni¹, Jerome Volkmann, Kenneth M Nicholas

Affiliation

¹ Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA.

PMID: 11869105
DOI: 10.1021/ol017139e

Abstract

[reaction: see text] Indoles are produced regioselectively and in moderate yields by two new processes: (a) from the [CpRu(CO)2]2-catalyzed reaction of nitrosoaromatics (ArNO) with alkynes under carbon monoxide and (b) in a two-step sequence involving the (uncatalyzed) reaction of ArNO with alkynes, followed by reduction of the intermediate adduct.