CYCLODEHYDRATION OF ALCOHOL-PHENOLS INDUCED BY HMPA - NEW APPROACH TO BENZOHYDROFURAN AND BENZOHYDROPYRAN

被引:10
作者
GERVAIS, C [1 ]
ANKER, D [1 ]
CARRET, G [1 ]
PACHECO, H [1 ]
机构
[1] INST NATL SCI APPL LYON, SERV CHIM BIOL, BAT 406, 20 AVE ALBERT EINSTEIN, F-69621 VILLEURBANNE, FRANCE
关键词
D O I
10.1016/0040-4020(79)80090-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Substituted benzodihydrofurans and benzodihydropyrans 2 were obtained by heating alcohol-phenols 1 in HMPA. New cyclic alkyl phenyl dimethylaminophosphoramidates 3 were also isolated. Their thermolysis was studied. This and other considerations show that bis(dimethylamino)phenol alkyl phosphorodiamidate 4 and by-product 3 are intermediates of an alternative two or threestep reaction pathway. This mechanistic study gave indications on choice of best experimental conditions for this new cyclodehydration method. © 1979.
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页码:745 / 752
页数:8
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