PYROLYSIS OF O-ALLYL SALICYLIC AMIDES AND ESTERS, AND RELATED-COMPOUNDS - FORMATION OF ISOINDOLONES AND PHTHALIDES

被引:19
作者
BLACK, M
CADOGAN, JIG
MCNAB, H
机构
[1] UNIV EDINBURGH,DEPT CHEM,EDINBURGH EH9 3JJ,SCOTLAND
[2] BP RES CTR,SUNBURY TW16 7LN,MIDDX,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 02期
关键词
D O I
10.1039/p19940000155
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Flash vacuum pyrolysis of O-allyl salicylic alkylamides and alkyl esters gives isoindolones and phthalides, respectively, in low (20-40%) yield. The:mechanism involves generation of the phenoxyl radical, regiospecific hydrogen-atom transfer from the alkylamide (or alkyl ester) group and cyclisation. A similar sequence was observed with thiophenoxyl radicals.
引用
收藏
页码:155 / 159
页数:5
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