THERMAL REARRANGEMENT OF A PHTHALAZINE TO A QUINAZOLINE

被引:8
作者
CHAN, KP [1 ]
HAY, AS [1 ]
机构
[1] MCGILL UNIV,DEPT CHEM,MONTREAL,PQ H3A 2K6,CANADA
关键词
D O I
10.1021/jo00115a031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This is the first reported thermal rearrangement reaction of a phthalazine to its structural isomer, a quinazoline. We have found that heating polyphenylated phthalazines 2b-d at 360 degrees C for 30 min gave the corresponding quinazolines in high yield. The less sterically crowded 1,4-bis(4-fluorophenyl)phthalazine (2a) gave only a low yield of quinazoline 3a. X-ray crystallographic analysis on 3b further confirmed our finding.
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页码:3131 / 3134
页数:4
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