A simple synthesis of 5-ethoxycarbonyl-6-phenyl-1,3-dioxin-4-ones and ethyl 3-benzoyl-4-oxo-2,6-diphenylpyran-5-carboxylate
作者:Ahmet Şener、Hasan Genç、M. Kasimşener、Yüzüncü Yil
DOI:10.1002/jhet.5570400422
日期:2003.7
4-Ethoxycarbonyl-5-phenyl-2,3-dihydrofuran-2,3-dione 1 reacts with aldehydes via the acylketene intermediate 2 giving the 1,3-dioxin-4-ones 3a-e and the 1,4-bis(5-ethoxycarbonyl-4-oxo-6-phenyl-4H-1,3-dioxin-2-yl)benzene 4, and a one step reaction between dibenzoylmethane and oxalylchloride gave 3,5-dibenzoyl-2,6-diphenyl-4-pyrone 7. The reaction of 1 with dibenzoylmethane, a dicarbonyl compound, provided ethyl 3-benzoyl-4-oxo-2
4-乙氧羰基-5-苯基-2,3-二氢呋喃-2,3-二酮1通过乙炔酮中间体2与醛反应,得到1,3-二恶英-4-酮3a-e和1,4-bis( 5-乙氧基羰基-4-氧代-6-苯基-4 H -1,3-二恶英-2-基)苯4,与二苯甲酰基甲烷和草酰氯之间的一步反应得到3,5-二苯甲酰基-2,6-二苯基- 4-吡喃酮7。的反应1与二苯甲酰甲烷,二羰基化合物,提供3-苯甲酰基-4-氧代-2,6- diphenylpyran -5-羧酸酯衍生物9。化合物9通过与1-丁醇中的氢氧化铵溶液反应,将其转化为相应的3-苯甲酰基-4-羟基-2,6-二苯基吡啶-5-羧酸乙酯衍生物10 。