Organic Chemistry Portal



Combined InCl3- and Amine-Catalyzed Intramolecular Addition of α-Disubstituted Aldehydes onto Unactivated Alkynes

Benjamin Montaignac, Maxime R. Vitale, Veronique Michelet* and Virginie Ratovelomanana-Vidal*

*ENSCP, Chimie ParisTech, UMR 7223, Laboratoire Charles Friedel, 11 rue P. et M. Curie, 75231 Paris Cedex 05, France, Email:,

B. Montaignac, M. R. Vitale, V. Michelet, V. Ratovelomanana-Vidal, Org. Lett., 2010, 12, 2582-2585.

DOI: 10.1021/ol100729t

see article for more reactions


InCl3 and (Cy)(i-Pr)NH efficiently promote the carbocyclization reaction of α-disubstituted aldehydes to give functionalized cyclopentanes in very good yields through a combination of enamine-type catalysis with an indium-catalyzed activation of alkynes.

see article for more examples

Key Words


ID: J54-Y2010-1590