
Tetrahedron p. 3151 - 3156 (1982)
Update date:2022-07-30
Topics:
Rigaudy, J.
Seuleiman, A.M.
Cuong, Nguyen Kim
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-10-methoxymethylanthracene 1e leads essentyally to anthraldehyde 7.
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