铜催化芳基乙烯与胺基磺酰氯偶联合成反式烯基磺酰胺

Synthesis of trans-ethenesulfonamides in copper-catalyzed direct cross-coupling of arylethenes with sulfamoyl chlorides

目的建立一种便捷、选择性合成反式烯基磺酰胺类化合物的方法。方法在溴化亚铜催化下,以1,10-菲咯啉为配体,碱为碳酸铯,溶剂为二氯甲烷,在50℃下,于敞开的容器中反应0. 5 h,芳基乙烯与胺基磺酰氯能以35%～57%的收率转化为相应的反式烯基磺酰胺类化合物。结果制备了一系列结构多样的反式烯基磺酰胺类化合物,结构经1HNMR和13CNMR表征。结论该反应原料易得、条件温和、操作简便、底物适用范围广、选择性高。

OBJECTIVE To develop a convenient and selective method for the preparation of trans -ethenesulfonamides. METHOD The desired trans -ethenesulfonamides could be directly obtained with 35%-57% isolated yields by employing arylethenes,sulfamoyl chlorides,CuBr,1,10 -Phen and Cs2 CO3 in CH2 Cl2 at 50℃ for 0.5 h under an open -air atmosphere. RESULTS Copper -catalyzed cross -coupling of arylethenes with sulfamoyl chloridesled to a series of structurally diversed trans-ethenesulfonamides,which were characterized by ^1 HNMR and ^13 CNMR.CONCLUSION The developed protocol has advantages of easily available substrates,mild reaction conditions,simple operation,broad substrate scope,and good regioselectivity and stereoselectivity.