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目的拓展制备3-芳基-2-取代苯并呋喃的合成方法。方法以2-羟基苯基芳基甲酮和醛为起始原料,经交叉型McMurry偶联反应生成邻羟基二苯乙烯衍生物,再经氧化环化得到3-芳基-2-取代苯并呋喃化合物。结果与结论合成了12个3-芳基-2-取代苯并呋喃化合物,其中4a、4b、4f、4j为已知化合物,其余8个为新化合物,分离总收率在48%～80%1,2个化合物的结构经IR1、H-NMR1、3C-NMR、HR-MS(EI)谱确证。该两步法合成路线具有原料易得,反应条件温和,易于操作等优点,且收率较高,适于较大量制备。
Objective To develop a method for the preparation of 3-aryl-2-substituted benzofuran. Methods 2-Hydroxyphenyl aryl ketones and aldehydes were used as starting materials to produce ortho-hydroxy-stilbene derivatives by crossed-type McMurry coupling reaction, and then oxidized to give 3-aryl-2-substituted benzo Furan compounds. RESULTS AND CONCLUSION Twelve 3-aryl-2-substituted benzofuran compounds were synthesized. Among them, 4a, 4b, 4f and 4j were known compounds and the remaining 8 were new compounds with the total yield of 48% ~ 80% The structures of 1,2 compounds were confirmed by IR1, H-NMR1,3C-NMR and HR-MS (EI) spectra. The two-step synthetic route has the advantages of readily available raw materials, mild reaction conditions, easy operation and the like, and has high yield and is suitable for preparation in large quantities.