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Aminolithiation–arylation consecutive cyclization of N-(2-fluorophenyl)methylaminoalkylstyryls giving aryl-substituted pyrido[1,2-b]isoquinolines

Author:
Yamamoto, Yasutomo, Nakanishi, Yasue, Yamada, Ken-ichi, Tomioka, Kiyoshi
Source:
Tetrahedron 2018
ISSN:
0040-4020
Subject:
arylation, chemical structure, cyclization reactions, isoquinolines
Abstract:
Aminolithiation–arylation tandem cyclization of N-(2-fluorophenyl)methylaminoalkylstyryls proceeded smoothly to give hexahydro-2H-pyrido[1,2-b]isoquinoline using a stoichiometric amount of n-BuLi with high trans selectivity. The arylation reaction was highly accelerated by the addition of HMPA. Both pyrido- and pyrrolo-[1,2-b]isoquinoline were successfully constructed by this tandem reaction.
Agid:
6130881