BENZYNE GENERATION FROM ARYL TRIFLATES

被引：70

作者：

WICKHAM, PP ^{[1
]}

HAZEN, KH ^{[1
]}

GUO, H ^{[1
]}

JONES, G ^{[1
]}

REUTER, KH ^{[1
]}

SCOTT, WJ ^{[1
]}

机构：

[1] UNIV IOWA,DEPT CHEM,IOWA CITY,IA 52242

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 06期

关键词：

D O I：

10.1021/jo00006a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of aryl triflates to form arynes as reactive intermediates is described. This allows the first general use of phenols as aryne precursors. Phenyl triflate reacts with LDA at - 78-degrees-C to form benzyne, which then reacts with diisopropylamine generating N,N-diisopropylaniline. Yields of diisopropylarylamines from aryne intermediates are superior to those previously reported. Regioisomeric ratios are similar to those obtained with use of other benzyne precursors.

引用

页码：2045 / 2050

页数：6

共 35 条

[1]

BACCHETTI T, 1956, GAZZ CHIM ITAL, V86, P722

[2] REDUCTION OF ARYL HALIDES BY LITHIUM DIALKYLAMIDES [J].