Issue 44, 2015

Metal free direct formation of various substituted pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5-amines and their further functionalization

Abstract

Original substituted pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5-amines have been prepared following a Groebke–Blackburn–Bienaymé MCR combined with an N-deprotection and a spontaneous final cyclization step in moderate to good yields. The flexibility of the described method enables the introduction of diverse groups in the 6 and 7 positions on the resulting scaffold using commercially available starting materials. Furthermore, a Buchwald–Hartwig cross coupling with a wide range of aryl and hetaryl halides has been successfully reported using our heterocyclic primary amine derivatives.

Graphical abstract: Metal free direct formation of various substituted pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5-amines and their further functionalization

Supplementary files

Article information

Article type
Paper
Submitted
02 Mar 2015
Accepted
08 Apr 2015
First published
16 Apr 2015

RSC Adv., 2015,5, 35201-35210

Author version available

Metal free direct formation of various substituted pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5-amines and their further functionalization

Z. Tber, M.-A. Hiebel, H. Allouchi, A. El Hakmaoui, M. Akssira, G. Guillaumet and S. Berteina-Raboin, RSC Adv., 2015, 5, 35201 DOI: 10.1039/C5RA03703D

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