带有远端双键的取代碘苯的合成

Synthesis of Iodobenzenes with a Remote Double Bond

由于1-(3-烯-丁基)-2-碘苯类衍生物在有机合成中具有重要的应用价值,但此类化合物的价格昂贵,或者没有被商业化,且其合成方法鲜见文献报道.报道了一种通用的制备带有远端双键的取代碘苯[1-(3-烯-丁基)-2-碘苯类衍生物]的合成方法:用烯丙基溴格氏试剂对溴苄进行交叉偶联,或者对芳香醛进行加成,所得的产物产率高,易分离,生成的1-(3-烯-丁基)-2-碘苯类化合物也可以进一步被修饰.本方法简单,方便快捷,也可以用于这些目标化合物的大量制备中,为这类远端双键取代碘苯化合物的合成提供一条重要的参考途径.

The derivatives of 1-butyl-3-enyl-2-iodo-benzene are very important in organic synthesis,but they are rarely reported in literatures because they are expensive or not commercialized. Hereby,we proposed a facile and general synthetic method for the iodobenzenes with a remote double bond （derivatives of 1-butyl-3-enyl-2-iodo-benzene）. By using allylbromide maganesium reagent as the starting materials,coupling to 2-iodobenzyl bromides or addition to 2-iodobenzaldehyde,a series of iodobenzenes with a remote double bond were synthesized. The final products can be easily synthesized with high yield and without further purification. This method could be applied to the scaled-up synthesis,showing its practical value to prepare the target molecules.