Synthesis of chlorine-substituted naphtho- and benzisoindolinium salts by base-catalyzed intramolecular cyclization of ammonium salts.

Autor: Chukhadzhyan, É., Chukhadzhyan, Él., Shakhatuni, K., Gevorkyan, N.
Zdroj: Chemistry of Heterocyclic Compounds; Aug1998, Vol. 34 Issue 8, p912-915, 4p
Abstrakt: It was shown that ammonium salts containing a propargyl group together with 3-α-naphthyl-2,3-dichloroallyl or 3-p-tolyl-2,3-dichloroallyl groups undergo cyclization-dehydrochlorination in an aqueous alkaline medium, forming chlorine-substituted naphthisoindolinium and benzisoindolinium salts. If the 3-phenylpropargyl and 3-p-tolyl-2,3-dichloroallyl groups are both present in the molecule of the ammonium salt the latter group enters exclusively into cyclization as diene fragment. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index