二氟甲基取代的1,2,4-三氮唑啉化合物的合成

Synthesis of Difluoromethyl Substituted 1,2,4-Triazoline Compounds

探索了在碱的作用下,由二氟甲基溴代腙原位生成的二氟甲基腈亚胺与3-亚胺基氧化吲哚的1,3-偶极环加成反应.在温和的反应条件下,以高达97%的产率和优异的区域选择性成功地合成了37个二氟甲基取代的螺1,2,4-三氮唑啉氧化吲哚类化合物.该方法为合成二氟甲基取代的1,2,4-三氮唑啉化合物提供了一种新方法,进一步拓展了二氟甲基腈亚胺在1,3-偶极环加成反应中的应用范围.

A 1,3-dipolar cycloaddition of difluoromethyl nitrile imines generated in situ from difluoroacetohydrazonoyl bromides with 3-iminooxindoles in the presence of base is described.Under mild reaction conditions,thirty-seven difluoromethyl substituted spiro 1,2,4-triazoline oxindole compounds were successfully synthesized in up to 97%yield with excellent regioselectivity.This method provides a new method for the synthesis of difluoromethyl substituted 1,2,4-triazoline compounds,and further expands the application range of difluoromethyl nitrile imines in 1,3-dipolar cycloaddition reactions.