Zur Reaktionsweise von Enaminen mit Cyclopropenonen V. Einsatz von ?-Carbonyl-enaminen
作者:Vanda Bilinski、Andr� S. Dreiding
DOI:10.1002/hlca.19740570827
日期:——
Diphenylcyclopropenone (10) was heated with five different β-carbonyl-enamines, namely 4-pyrrolidino-pent-3 E-en-2-one (12), 4-dimethylamino-pent-3E-en-2-one (13), 4-dimethylamino-but-E-en-2-one (14), 3-dimethylamino-1-phenyl-prop-E-en-1-one (15) and ethyl 3-pyrrolidino-isocrotonate (16). The resulting reactions were more sluggish than those of 10 with ordinary enamines. The main reaction (between
将二苯基环丙烯酮(10)与5种不同的β-羰基-烯胺(4-吡咯烷基-戊3 E -en-2-one(12),4-二甲氨基戊3 E -en-2-one(13)加热),4-二甲基氨基-丁Ë烯-2-酮(14),3-甲基氨基-1-苯基-丙- ë烯-1-酮(15)和3-吡咯烷基异巴豆酸酯(16)。所产生的反应比用普通烯胺的10反应更慢。在所有情况下,主要反应(产率在10%到69%之间)为“ C,N插入”。主要产品是:从12:的不可分离的混合物4-甲基-6-氧代-2,3-二苯基-庚2 ë,4 ë -二烯酸吡咯烷(17)和它的2 Ž,4 ë -stereomer(18); 从13:4-甲基-6-氧代-2-,3-二苯基-庚-2- ë -二烯酸二甲基酰胺(19)和它的2 Ž,4 ë -stereomer(20); 从14:6-氧代2,3二苯基庚2 ë,4 ë -二烯酸二甲基酰胺(21); 从15:6-氧代-2,3