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Communication | Regular issue | Vol 4, No. 6, 1976, pp.1101-1105
Published online, 1st January, 1970
DOI: 10.3987/R-1976-06-1101
Pictet-Spengler Condensations in Refluxing Benzene

J. Sandrin, D. Soerens, L. Hutchins, E. Richfield, F. Ungemach, and J. M. Cook*

*Department of Chemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, U.S.A.

Abstract

A variety of 1,3-disubstituted-l,2,3,4-tetrahydro-β-carbolines have been synthesized utilizing a Pictet-Spengler condensation in a non-aqueous system, without the addition of acid. This new method affords significantly increased yields of the 1,3-disubstituted-1,2,3,4-tetrahydro-β-carbolines compared to aqueous acid/methanol systems, especially for acid labile aldehydes.