Pyrolytic cyclisation reactions of 3-azolylpropenyl alcohols;: unexpectedly facile thermal decomposition of 5H-pyrrolo[2,1-a]isoindole

被引：6

作者：

Clark, BAJ

Despinoy, XLM

McNab, H

Sommerville, CC

Stevenson, E

机构：

[1] Univ Edinburgh, Dept Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

[2] Kodak European Res & Dev, Harrow HA1 4TY, Middx, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 15期

关键词：

D O I：

10.1039/a904884g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Flash vacuum pyrolysis (FVP) of 3-azolylpropenyl alcohols 5-7, 12 or 15 at 650-700 degrees C (10(-2)-10(-3) Torr) causes loss of water and cyclisation to give 3H-pyrrolizine 8 and its analogues 9, 10, 13 and 16; at higher temperatures (e.g. 900 degrees C) 5H-pyrrolo[2,1-a]isoindole 13 decomposes by loss of HCN to give naphthalene 18 and benzofulvene 19 and the mechanism of this transformation is studied by deuterium labelling.

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页码：2049 / 2051

页数：3

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