在Vilsmeier条件下，由α-烯丙酰基α-羧基/氨基甲酰基乙烯酮S,S-乙缩醛直接合成多官能化不饱和δ-内酯和δ-内酰胺。
Direct synthesis of polyfunctionalized unsaturated delta-lactones and delta-lactams from alpha-alkenoyl alpha-carboxyl/carbamoyl ketene S,S-acetals under Vilsmeier conditions.
作者信息
Liu Jun, Wang Mang, Han Feng, Liu Yingjie, Liu Qun
机构信息
Department of Chemistry, Northeast Normal University, Changchun, 130024, China.
出版信息
J Org Chem. 2009 Jul 17;74(14):5090-2. doi: 10.1021/jo900663z.
PMID:19459592
Abstract
An efficient method for direct synthesis of polyfunctionalized unsaturated delta-lactones 2 and delta-lactams 4 has been developed from the reaction of the easily available alpha-alkenoyl alpha-carboxyl/carbamoyl ketene S,S-acetals 1/3 and Vilsmeier reagents (DMF/POCl(3) or DMF/PBr(3)) via a cyclization followed by a halovinylation or haloformylation sequence.
摘要
已开发出一种高效方法，可通过易获得的α-烯丙酰基α-羧基/氨基甲酰基乙烯酮S，S-乙缩醛1/3与Vilsmeier试剂（DMF/POCl₃或DMF/PBr₃）反应，经环化反应，随后进行卤代乙烯基化或卤仿化序列，直接合成多官能化不饱和δ-内酯2和δ-内酰胺4。
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