Sulfonylation in the rearrangement of an N-phosphinoyl-O-sulfonylhydroxylamine: Demonstration of a phosphonamidic-sulfonic anhydride intermediate and O-18-labelling evidence on how it may be formed

被引:3
作者
Harger, MJP
机构
[1] Department of Chemistry, The University, Leicester
关键词
D O I
10.1039/a608043j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The rearrangement reaction of R(Ph)P(O)NHOSO(2)Bn (R = PhMeCH) (57% enriched with one O-18 atom in the SO2 group) with Bu(t)NH(2) in CH2Cl2 gives the sulfonamide BnSO(2)NHBu(t) (43.7% enriched with one O-18 atom) as one of the products; this indicates a phosphonamidic-sulfonic anhydride intermediate [R(BnSO(2)O)P(O)NHPh], formed with partial equilibration of the sulfonate oxygen atoms and attacked (in part) at the sulfonyl group.
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页码:403 / 404
页数:2
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