Synthesis of 1, 3-Dioxin-4-ones and Their Use in Synthesis. XI. : 2, 2-Dimethyl-1, 3-dioxin-4-one as a Synthetic Equivalent of Formylketene : Synthesis of Heterocyclic Compounds

Cycloaddition of formylketene generated in situ by thermolysis of 2, 2-dimethyl-1, 3-dioxin-4-one with N-benzhydrylidenebenzylamine yields 3-benzyl-2, 2-diphenyl-1, 3-oxazin-4-one. Analogous reactions with a carbodiimide, cyanamide, and keteneacetal afford the corresponding 4+2 cycloadducts. Reactio...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1986/02/25, Vol.34(2), pp.621-627
Hauptverfasser:	SATO, MASAYUKI, YONEDA, NAOKI, KANEKO, CHIKARA
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Exact sciences and technology Heterocyclic compounds Miscellaneous Organic chemistry Preparations and properties uracil derivative
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container_title	Chemical & pharmaceutical bulletin
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description	Cycloaddition of formylketene generated in situ by thermolysis of 2, 2-dimethyl-1, 3-dioxin-4-one with N-benzhydrylidenebenzylamine yields 3-benzyl-2, 2-diphenyl-1, 3-oxazin-4-one. Analogous reactions with a carbodiimide, cyanamide, and keteneacetal afford the corresponding 4+2 cycloadducts. Reaction of formylketene with 3-amino-2-butenamides affords 4-hydroxy-2-pyridones having a C-2 unit at the 3-position.
doi_str_mv	10.1248/cpb.34.621
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subjects	Chemistry Exact sciences and technology Heterocyclic compounds Miscellaneous Organic chemistry Preparations and properties uracil derivative
title	Synthesis of 1, 3-Dioxin-4-ones and Their Use in Synthesis. XI. : 2, 2-Dimethyl-1, 3-dioxin-4-one as a Synthetic Equivalent of Formylketene : Synthesis of Heterocyclic Compounds
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