NaOAc-Assisted Aerobic Oxidation Protocol for the Synthesis of Pentacoordinate Chalcogenyl Spirophosphoranes with P-Se/P-S Bonds under Open Air

被引：2

作者：

Zhang, Yang ^{[1
]}

Guo, Yanchun ^{[1
]}

Zhao, Yufen ^{[1
,2
]}

Cao, Shuxia ^{[1
]}

机构：

[1] Zhengzhou Univ, Coll Chem, Key Lab Chem Biol & Organ Chem Henan Prov, Zhengzhou 450052, Peoples R China

[2] Ningbo Univ, Inst Drug Discovery Technol, Ningbo 315211, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 05期

基金：

中国国家自然科学基金;

关键词：

TODD-TYPE REACTION; PHOSPHONATE DERIVATIVES; ANTIOXIDANT; INHIBITORS; THIOLS; HYDROSPIROPHOSPHORANE; PHOSPHOROTHIOATES; INTERMEDIATE; COORDINATION; CHEMISTRY;

D O I：

10.1021/acs.joc.3c02716

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The NaOAc-assisted aerobic oxidation reaction of pentacoordinate hydrospirophosphoranes and dichalcogenyl compounds with open air as a green oxidant has been developed under mild conditions. A series of novel pentacoordinate spirophosphoranes with P-Se/P-S bonds were synthesized in excellent yields. The reaction mechanism was determined by P-31 nuclear magnetic resonance tracing experiments, high-resolution mass spectrometry tracing experiments, and X-ray diffraction analysis. The method features a broad substrate scope, good functional group tolerance, and a high degree of atomic utilization and is meaningful for the synthesis of bioactive chalcogenphosphate compounds with chalcogen and phosphorus moieties. [GRAPHICS]

引用

页码：3259 / 3270

页数：12