R. Smaliy, A. A. Chaykovskaya, N. A. Shtil
Mar 1, 2013
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Journal
Heteroatom Chemistry
Abstract
In this work, possible approaches to the synthesis of 1,2,5-substituted 4-phosphoryl-3-formylpyrroles have been considered. As a result, two methods for the synthesis of 4-(diphenylphosphoryl)-1-(4-ethoxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carbal-dehyde were proposed; the highest yields gives formylation of 3-(diphenylphosphorothioyl)-1-(4-ethoxyphenyl)-2,5-dimethyl-1H-pyrrole. The formyl fragment was successfully converted into a Schiff base with phenethylamine, and the phosphoryl group has been reduced to phosphine with silicochloroform, which suggests a promising approach to the synthesis of chiral bidentate phosphine ligands. © 2013 Wiley Periodicals, Inc. Heteroatom Chem 24:146–151, 2013; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21069