BENZYNE GENERATION FROM ARYL TRIFLATES

被引:69
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
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.
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页码:2045 / 2050
页数:6
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