VILSMEIER FORMYLATION AND GLYOXYLATION REACTIONS OF NUCLEOPHILIC AROMATIC-COMPOUNDS USING PYROPHOSPHORYL CHLORIDE

被引：196

作者：

DOWNIE, IM ^{[1
]}

EARLE, MJ ^{[1
]}

HEANEY, H ^{[1
]}

SHUHAIBAR, KF ^{[1
]}

机构：

[1] LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND

来源：

TETRAHEDRON | 1993年 / 49卷 / 19期

关键词：

PYROPHOSPHORYL CHLORIDE; N; N-DIMETHYLFORMAMIDE; METHOXYARENE; HETEROCYCLE; FORMYLATION;

D O I：

10.1016/S0040-4020(01)89915-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of N,N-dimethylformamide and N-methylformanilide with pyrophosphoryl chloride lead to the formation of ''agents that undergo ''actions with a wide range of nucleophilic aromatic substrates, including indoles, pyrroles. thiophenes, furans. and methoxy-substituted carbocyclic arenes to afford, after hydrolysis of the initial products, good to excellent yields of the expected aldehydes; reactions with methyl oxamates allow the preparation of methyl arylglyoxylates.

引用

页码：4015 / 4034

页数：20

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