106727-49-5Relevant articles and documents
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 COMPOUNS
Sato, Masayuki,Yoneda, Naoki,Kaneko, Chikara
, p. 621 - 627 (2007/10/02)
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.Keywords: 1,3-dioxin-4-one;formylketene; cycloaddition;1,3-oxazin-4-one; 4-pyrone; 3-acetyl-4-hydroxy-2-pyridone; thermolysis; uracil derivative.