Synthesis of Heteroaryl Sulfonamides from Organozinc Reagents and 2,4,6-Trichlorophenyl Chlorosulfate
作者:James R. Colombe、J. Robb DeBergh、Stephen L. Buchwald
DOI:10.1021/acs.orglett.5b01540
日期:2015.6.19
A method for the preparation of aryl and heteroaryl sulfonamides using 2,4,6-trichlorophenyl chlorosulfate (TCPC) is described. The reaction of 2-pyridylzinc reagents with TCPC resulted in 2,4,6-trichlorophenyl (TCP) pyridine-2-sulfonates, and the parent pyridine-2-sulfonate was shown to react with amines. Less electron-rich aryl- and heteroarylzinc reagents reacted with TCPC to afford sulfonyl chlorides
描述了一种使用2,4,6-三氯苯基氯硫酸盐(TCPC)制备芳基和杂芳基磺酰胺的方法。2-吡啶基锌试剂与TCPC的反应生成2,4,6-三氯苯基(TCP)吡啶-2-磺酸盐,并且母体吡啶-2-磺酸盐显示与胺反应。较少电子富集的芳基锌和杂芳基锌试剂与TCPC反应生成磺酰氯,该磺酰氯可就地转化为磺酰胺。