Efficient Synthesis of α-Ketoamides via 2-Acyl-5-aminooxazoles by Reacting Acyl Chlorides and α-Isocyanoacetamides

Acyl chlorides and α-isocyanoacetamides undergo an efficient reaction in dichloromethane in the presence of triethylamine to give 2-acyl-5-aminooxazoles. Subsequent acid hydrolysis of the 5-aminooxazole moiety leads to α-ketoamides in good overall yields.

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Veröffentlicht in:	Organic letters 2010-02, Vol.12 (4), p.820-823
Hauptverfasser:	Mossetti, Riccardo, Pirali, Tracey, Tron, Gian Cesare, Zhu, Jieping
Format:	Artikel
Sprache:	eng
Schlagworte:	Amides - chemical synthesis Amides - chemistry Catalysis Chemical Sciences Hydrocarbons, Chlorinated - chemistry Ketones - chemical synthesis Ketones - chemistry Molecular Structure Nitriles - chemistry Organic chemistry Stereoisomerism
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creator	Mossetti, Riccardo Pirali, Tracey Tron, Gian Cesare Zhu, Jieping
description	Acyl chlorides and α-isocyanoacetamides undergo an efficient reaction in dichloromethane in the presence of triethylamine to give 2-acyl-5-aminooxazoles. Subsequent acid hydrolysis of the 5-aminooxazole moiety leads to α-ketoamides in good overall yields.
doi_str_mv	10.1021/ol902894p
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subjects	Amides - chemical synthesis Amides - chemistry Catalysis Chemical Sciences Hydrocarbons, Chlorinated - chemistry Ketones - chemical synthesis Ketones - chemistry Molecular Structure Nitriles - chemistry Organic chemistry Stereoisomerism
title	Efficient Synthesis of α-Ketoamides via 2-Acyl-5-aminooxazoles by Reacting Acyl Chlorides and α-Isocyanoacetamides
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