Organic Chemistry Portal



An Atom-Economic Synthesis of Nitrogen Heterocycles from Alkynes

Barry M. Trost*, Jean-Philip Lumb and Joseph M. Azzarelli

*Department of Chemistry, Stanford University, Stanford, California 94305-5080, United States, Email:

B. M. Trost, J.-P. Lumb, J. M. Azzarelli, J. Am. Chem. Soc., 2011, 133, 740-743.

DOI: 10.1021/ja110117g (free Supporting Information)

see article for more reactions


A robust and operational simple route to 2,4-disubstituted pyrrole heterocycles relying upon a cascade reaction is air and moisture tolerant and is performed at ambient temperature. Control over the reaction conditions provides ready access to isopyrroles, 2,3,4-trisubstituted pyrroles and 3-substituted pyrollidin-2-ones.

see article for more examples

Key Words


ID: J48-Y2011-0220