REGIOSELECTIVITY IN THE REACTIONS OF METHOXYDEHYDROBENZENES WITH FURANS .1. REACTIONS OF 3-METHOXYDEHYDROBENZENE AND 3-(METHOXYCARBONYL)-DEHYDROBENZENE WITH 2-SUBSTITUTED FURANS

被引:33
作者
GILES, RGF [1 ]
SARGENT, MV [1 ]
SIANIPAR, H [1 ]
机构
[1] UNIV WESTERN AUSTRALIA,DEPT ORGAN CHEM,NEDLANDS,WA 6009,AUSTRALIA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 06期
关键词
D O I
10.1039/p19910001571
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The isomer ratios for the cycloadducts obtained for the reaction of 3-methoxydehydrobenzene, generated from 2-amino-6-methoxybenzoic acid by aprotic diazotization, or from 2-bromo-3-methoxyphenyl toluene-p-sulphonate by treatment with butyllithium, and for the reaction of 3-(methoxycarbonyl)dehydrobenzene, generated from 2-amino-6-(methoxycarbonyl)benzoic acid by aprotic diazotization, with seven 2-substituted furans are recorded. These results are discussed in terms of an asynchronous, concerted, biradicaloid reaction pathway.
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页码:1571 / 1579
页数:9
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