Aminocarbonylation of 2-Iodothiophene: High-Yielding Synthesis of Thiophen-2-yl-glyoxylamides

Title: Aminocarbonylation of 2-Iodothiophene: High-Yielding Synthesis of Thiophen-2-yl-glyoxylamides

Volume: 4 Issue: 8

Author(s): Attila Takacs, Andrea Petz, Balazs Jakab and Laszlo Kollar

Affiliation:

Keywords: Aminocarbonylation, carbon monoxide, thiophene, amino acid, palladium, iodoaromatics

Abstract: 2-Iodothiophene has been aminocarbonylated with simple unfunctionalised amines as well as with amino acid esters as N-nucleophiles in the presence of palladium(0) catalysts formed in situ from palladium(II) acetate and triphenylphosphine. While at low carbon monoxide pressure conversions of synthetic interest have been obtained with simple amines only, at higher carbon monoxide pressure various ketocarboxamides, formed via double carbon monoxide insertion, have been isolated with good yields (up to 85%).

Cite this article as:

Takacs Attila, Petz Andrea, Jakab Balazs and Kollar Laszlo, Aminocarbonylation of 2-Iodothiophene: High-Yielding Synthesis of Thiophen-2-yl-glyoxylamides, Letters in Organic Chemistry 2007; 4 (8) . https://dx.doi.org/10.2174/157017807782795583