Author:
Rahman A,Vuano BM,Rodriguez NM
Abstract
Starting from ethyl
3-(1-naphthyl)propionate (1), the dibasic acid 4-(4-carboxy-ethyl-I-naphthyl)butyric
acid (3) was prepared, which served as a key compound for the synthesis of
5,6-dihydro-4H-benz[de]anthraoene (6) by a double
intramolecular cyclization. The monocyolization of
the dibasic acid (3) gave rise by a preferential six-membered ring closure,
to 3-(1-oxo-1,2,3,4-tetrahydro-9-phenanthryl)propionic
acid (7). A partial synthesis of
5,6-dihydro-4H-benz[de]anthracene (6), by succinoylation of perinaphthane
followed by usual synthetic steps, is reported as confirmatory evidence of the
identity of (6) obtained by double cyclization of the diacid. Some aspects of the
orientation of intramolecular acylation are
discussed.
Cited by
2 articles.
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