Unusual solvent-dependent behaviour of hydroxyiminophosphonamidates in the Beckmann reactions: choice between rearrangement or fragmentation to metaphosphonamidate species

被引：3

作者：

Kehler, J ^{[1
]}

Breuer, E ^{[1
]}

机构：

[1] HEBREW UNIV JERUSALEM,SCH PHARM,DEPT PHARMACEUT CHEM,IL-91120 JERUSALEM,ISRAEL

来源：

CHEMICAL COMMUNICATIONS | 1997年 / 18期

关键词：

D O I：

10.1039/a704787h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Methyl alpha-hydroxyiminobenzyl-N-tert-butylphosphonamidate undergoes Beckmann rearrangement (BR) when heated in toluene, but fragmentation (via metaphosphonamidate) to a phosphoramidate and PhCN when heated in BuOH, supporting the assumption of a common intermediate for the BR and the Beckmann fragmentation; polar solvents retard the rearrangement.

引用

页码：1751 / 1752

页数：2

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