摘要
以对羟基苯甲醛和丙二酸为原料，经Knoevenagel缩合反应，酯化、仿生氧化偶联、DDQ脱氢、还原和水解等反应步骤，合成了6种未见文献报道的苯并二氢呋喃新木脂素和苯并呋喃新木脂素类化合物（1～6）．其中两分子对羟基苯丙烯酸甲酯仿生氧化偶联为它的二聚体（1）和DDQ脱氢反应是整个合成路线的关键步骤．DDQ脱氢反应可成功实现由苯二氢呋喃向苯并呋喃环转化，这为合成苯并呋喃新木脂素类化合物提供了一种新方法．
Six novel dihydrobenzofuran and benzofuran neolignans compounds （1- 6 ） were synthesized by knoevenagel reactiton, esterfication, biomimetic oxidative coupling, DDQ dehydrogenation, reduction and hydrolysis with 4 - hydroxybenzaldehyde and malonic acid as starting material. The Ag20 - Catalyzed biomimetic oxidative coupling of methyl 4- hydroxy cinnamate into its dimmer （1） and DDQ dehydregenation reaction were the key steps of the synthetic route. DDQ dehydrogenation reaction made the transformation from dihydrobenzofuran to benzofuran ring structure succesfully. This offered a new method to synthesize benzofuran neolignans compounds.
出处
《湘潭大学自然科学学报》
CAS
CSCD
北大核心
2007年第3期71-74,共4页
Natural Science Journal of Xiangtan University
