Convenient one-pot syntheses of sulfinates, sulfinamides, and thiosulfinates by sulfinylation with p-toluenesulfinic acid and activating reagents.
作者:YOSHIHIDE NOGUCHI、MASANOBU ISODA、KENKICHI KUROKI、MITSURU FURUKAWA
DOI:10.1248/cpb.30.1646
日期:——
One-pot syntheses of sulfinates, sulfinamides, and thiosulfinates by O-, N-, and S-sulfinylations of alcohols, amines, and thiols with p-toluenesulfinic acid in the presence of various activating reagents, phenyl phosphorodichloridate (1), diphenyl phosphoro-chloridate (2), triphenylphosphine N-chlorosuccinimide (NCS) (3), and 3-(phthalimidoxy)-1, 2-benzoisothiazole 1, 1-dioxide (4), were investigated. All of these reagents were reasonably effective for O-and S-sulfinylation, but ineffective for N-sulfinylation. Among them, the reagents 1 and 2 were slightly more efficient than the others.
通过在不同活化剂存在下,使用
对甲苯亚磺酸对醇、胺和
硫醇进行O-、N-和S-亚磺酰化反应,合成亚
磺酸盐、亚磺酰胺和
硫亚
磺酸盐的研究。这些活化剂包括苯基
氯磷酸二酯(1)、二苯基
氯磷酸酯(2)、
三苯基膦N-
氯代琥珀
酰亚胺(
NCS)(3)和3-(邻苯二甲
酰亚胺氧基)-1,2-苯并
异噻唑1,1-二氧化物(4)。这些试剂对于O-和S-亚磺酰化反应效果良好,但对于N-亚磺酰化反应无效。其中,试剂1和2的效果略优于其他试剂。