Tele-substitutions en serie anthracenique—II : Extension de la substitution par l'ionphénate à divers bromo-9 anthracènes méso-alkylés |
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Authors: | J Rigaudy AM Seuleiman Nguyen Kim Cuong |
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Institution: | Laboratoire de Recherches Organiques de l''E.S.P.C.I. et de l''Université Pierre et Marie Curie (E.R.A. No. 170) 10, rue Vauquelin F-75231 Paris Cedex 05, France |
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Abstract: | A competition between normal substitution and tele-substitution is observed with 9-bromoanthracenes bearing in the opposite meso position an ethyl, 1b, or a benzyl group 1d. When treated with potassium phenoxide in HMPT these bromides afford mixtures of 9-alkyl-10-phenoxy-anthracenes 2 and 9-(α(phenoxyalkyl) anthracenes 3. On the other hand 9-bromo-10 isopropylanthracene 1c is quite unreactive and 9-bromo-d10-methoxymethylanthracene 1e leads essentially to anthraldehyde 7. |
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