3-(4-羟基苯基)-2-羟甲基-8-甲氧基1-,4-苯并二氧六环-8-醛的合成

以3-甲氧基-4-羟基苯甲醛和对羟基苯甲醛为起始原料,分别经过溴代和水解两步反应制得3-甲氧基-4,5-二羟基苯甲醛;经过诺文葛耳反应、酯化、还原三步反应制得对羟基苯基丙烯醇.3-甲氧基-4,5-二羟基苯甲醛和对羟基苯基丙烯醇以氧化银为氧化剂,通过自由基仿生氧化偶联反应合成了目标化合物3-(4-羟基苯基)-2-羟甲基-8-甲氧基-1,4-苯并二氧六环-6-醛,其总收率为11.2%.以氧化银为氧化剂的自由基仿生氧化偶联反应为反应的关键步骤.

The Synthesis of 3-(4-Hydroxyphenyl)-2-propenol,3-(4-Hydroxyphenyl)-2-hydroxymethyl-8-methoxy-2,3-dihydrobenzodiozine-6-carbaldehyde

Starting from 3-methoxy-4-hydroxybenzaldehyde and p-hydroxybenzaldehyde,3-methoxy-4,5-dihydroxybenzaldehyde was made from 3-methoxy-4-hydroxybenzaldehyde via bromination and hydrolysis in two steps;3-(4-hydroxyphenyl)-2-propenol was made from p-hydroxy benzaldehyde via Knoevenagel reaction,esterification and reduction in three steps.Starting from 3-methoxy-4,5-dihydroxybenzaldehyde and 3-(4-hydroxyphenyl)-2-propenol,3-(4-Hydroxyphenyl)-2-hydroxymethyl-8-methoxy-2,3-dihydrobenzodiozine-6-carbaldehyde was synthesized via Ag2O-catalyzed biomimetic oxidative coupling as the key step.The total yield was 11.2%.