Chen Xiaohong, Martinez Jenny S, Mohr Justin T
Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
Org Lett. 2015 Jan 16;17(2):378-81. doi: 10.1021/ol503561x. Epub 2015 Jan 7.
We report an efficient method for the regiodivergent synthesis of halogenated resorcinol derivatives using readily available vinylogous esters and sulfonyl halide halogen donors. Either the 4- or 6-haloresorcinol isomer is accessible from a common precursor. In contrast to conventional oxidants for arene halogenation, mild sulfonyl halides allow broad functional group compatibility. The strategy inherently differentiates the two resorcinol oxygen atoms and enhances the potential for complex molecule synthesis.
我们报道了一种高效的区域发散合成卤代间苯二酚衍生物的方法，该方法使用易于获得的烯醇酯和磺酰卤作为卤素供体。从一个共同的前体可以得到4-或6-卤代间苯二酚异构体。与用于芳烃卤化的传统氧化剂相比，温和的磺酰卤具有广泛的官能团兼容性。该策略本质上区分了间苯二酚的两个氧原子，并增强了复杂分子合成的潜力。
