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Regioselective Preferential Nucleophilic Addition of N-Heterocycles onto Haloarylalkynes over N-Arylation of Aryl Halides

Author:
Joshi, Megha, Tiwari, Rakesh, Verma, Akhilesh Kumar
Source:
Organic letters 2012 v.14 no.4 pp. 1106-1109
ISSN:
1523-7052
Subject:
Lewis bases, chemical reactions, chemical structure, heterocyclic amines, isoquinolines, regioselectivity
Abstract:
The study of preferential addition of heterocyclic amines onto halo-substituted arylalkynes over N-arylation under various catalytic conditions is described. The present work supports and confirms the mechanistic pathway of our recent work on the tandem synthesis of indolo- and pyrrolo-[2,1-a]isoquinolines via hydroamination followed by oxidative addition and not vice versa.
Agid:
5784931