Cyclodeshydration d'alcool-phenols induite par l'h.m.p.a. nouvelle voie d'acces aux dihydrobenzofurannes et dihydrobenzopyrannes |
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Authors: | C. Gervais D. Anker G. Carret H. Pacheco |
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Affiliation: | Service de Chimie biologique, Bât 406, Institut National des Sciences Appliquées de Lyon, 20 Avenue Albert Einstein 69621, Villeurbanne Cedex, France |
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Abstract: | 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. |
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