Vilsmeier Reaction of 3-Aminopropenamides: One-Pot Synthesis of Pyrimidin-4(3H)-ones

A facile one-pot synthesis of pyrimidin-4(3H)-ones was developed via reactions of a series of readily available 3-aminopropenamides with varied Vilsmeier reagents, and a mechanism involving sequential halogenation, formylation, and intramolecular nucleophilic cyclization is proposed.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2011-04, Vol.76 (8), p.2880-2883
Hauptverfasser:	Zhang, Rui, Zhang, Dingyuan, Liang, Yongjiu, Zhou, Guangyuan, Dong, Dewen
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemistry Amides - chemistry Chemistry Cyclization Exact sciences and technology Halogens - chemistry Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Kinetics and mechanisms Molecular Structure Organic chemistry Preparations and properties Pyrimidinones - chemical synthesis Reactivity and mechanisms Stereoisomerism
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Beschreibung
Zusammenfassung:	A facile one-pot synthesis of pyrimidin-4(3H)-ones was developed via reactions of a series of readily available 3-aminopropenamides with varied Vilsmeier reagents, and a mechanism involving sequential halogenation, formylation, and intramolecular nucleophilic cyclization is proposed.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo101949y