Tetrahedron

Synthese de pyrroles et d'oxazoles par pyrolyse de N-(hydroxy-2′ ethyl) amino-3 propenoate

C Pale-Grosdemange, J Chuche

文献索引：Pale-Grosdemange, Catherine; Chuche, Josselin Tetrahedron, 1989 , vol. 45, # 11 p. 3397 - 3414

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被引用次数: 8

摘要

The gas phas pyrolysis of various N-(2′-hydroxyethyl)-3-amino propenoates 1–6 and N- (2′-hydroxy-2′-phenyl ethyl)-3-amino propenoate 7–9 at 390°–420° C leads respectively to formylpyrroles 11–16 and benzoylpyrroles 17–19 and, in some cases, to substituted oxazoles 36–39. The results are best explained by the intermediate formation of dicarbonyl derivative followed either by an intramolecular thermal crotonisation or a six π ...