(Z)-5-溴甲叉基-2(5H)-呋喃酮的合成

Synthesis of (Z)-5-(bromomethylene) furan-2(5H)-one

以呋喃酮和顺丁烯二酸酐为原料,经Diels-Alder反应和Wittig反应得到(E)-2-(2-(5H)-呋喃酮-5-叉)-乙酸叔丁酯,酸解脱去叔丁基得(E)-2-[2-(5H)-呋喃酮-5-叉]-乙酸,利用溴化锂和高碘酸钠反应原位生成溴进行溴代脱羧反应生成目标化合物。

（Z）-5-（Bromomethylene）furan-2（5H）-one was synthesized using furanone and maleic anhydride as starting materials.（E）-tert-Butyl 2-（5-oxofuran-2（5H）-ylidene） acetate was firstly obtained via the Diels-Alder reaction followed by the Wittig reaction,then was hydrolyzed to yield（E）-（5-oxofuran-2（5H）-ylidene） acetic acid.Finally the title compound was obtained via bromodecarboxylation in good yields,in which bromine was generated by the in-situ reaction of lithium bromide with sodium periodate.