An Approach to P=N Bond Formation: Straightforward Synthesis of Arylurea-Derived Phosphazenes via Condensation of Ph3P=O with N-Monosubstituted Arylureas

被引：6

作者：

Min, Xiangting ^{[1
]}

Liu, Jianhui ^{[1
,2
]}

机构：

[1] Dalian Univ Technol, Sch Petr & Chem Engn, Panjin Campus, Panjin 124221, Liaoning, Peoples R China

[2] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Liaoning, Peoples R China

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 24期

关键词：

Hendrickson's reagent; N-monosubstituted arylurea; P=N Bond; Phosphazene; Triphenylphosphine oxide; TRACELESS STAUDINGER LIGATION; TERTIARY PHOSPHINE OXIDES; IMINOPHOSPHORANES; REDUCTION; DERIVATIVES; CHEMISTRY; LIGANDS; AZIDES; BIOCONJUGATION; OXAZIRIDINE;

D O I：

10.1002/slct.201801469

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Hendrickson's reagent-mediated formation of the P=N bond provides access to arylurea-derived phosphazenes compounds using readily available N-monosubstituted arylureas and Ph3P=O. Various functional groups were tolerated to give arylurea-derived phosphazenes in the yield of 71-93%. The reaction also provides an alternative strategy for constructing compounds containing P=N bond. In this transformation, the Hendrickson's reagent unprecedented selectively reacts with the free amine group instead of the oxygen atom of N-monosubstituted arylurea. In addition, we found that thioureas could act as an effective thionating agent by converting Ph3P=O to Ph3P=S.

引用

页码：6840 / 6844

页数：5

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