[1,4] AND [5,5] THERMAL SIGMATROPIC REARRANGEMENTS OF 2-PENTADIENYLOXYPYRIDINE N-OXIDES

被引：12

作者：

ALKER, D ^{[1
]}

OLLIS, WD ^{[1
]}

SHAHRIARIZAVAREH, H ^{[1
]}

机构：

[1] UNIV SHEFFIELD,DEPT CHEM,SHEFFIELD S3 7HF,S YORKSHIRE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 06期

关键词：

D O I：

10.1039/p19900001637

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Pentadienyloxypyridine N-oxides (3) are smoothly transformed on heating into N-pentadienyloxy-2-pyridones (4) and N-hydroxy-5-pentadienyl-2-pyridones(5). These reactions are shown to be regiospecific and are believed to proceed in a concerted fashion. The [5,5) sigmatropic rearrangement (3) → (5) takes place under moderate conditions and in good yield, although it presumably involves a ten-membered cyclic transition state.

引用

页码：1637 / 1643

页数：7

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