Synthesis 2017; 49(07): 1603-1612
DOI: 10.1055/s-0036-1588366
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Pyrido-Fused Imidazo[4,5-c]quinolines by I2-DMSO Promoted Oxidative Cross Coupling and Intramolecular Cyclization

Ashok Kale
a  Division of Crop Protection Chemicals, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India   Email: krishnu@iict.res.in
,
Chiranjeevi Bingi
a  Division of Crop Protection Chemicals, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India   Email: krishnu@iict.res.in
,
Nagarjuna Chary Ragi
b  National Center for Mass Spectrometry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India
,
Prabhakar Sripadi
b  National Center for Mass Spectrometry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India
,
Prabhakar Rao Tadikamalla
c  Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India
,
Krishnaiah Atmakur*
a  Division of Crop Protection Chemicals, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India   Email: krishnu@iict.res.in
d  AcSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India
› Author Affiliations
Further Information

Publication History

Received: 20 September 2016

Accepted after revision: 08 November 2016

Publication Date:
07 December 2016 (online)


Abstract

The synthesis of a series of novel quinoline fused imidazo[4,5-c]quinolines was accomplished by a simple, efficient, iodine–dimethyl­ sulfoxide (I2–DMSO) promoted sequential oxidative cross coupling­ followed by intramolecular cyclization of pyridoimidazole arylamines and carbonyl compounds in a one-pot reaction. Simple reaction conditions, no metal catalyst, no additives, no ligand, selective product formation and high yields are the advantages of this method.

Supporting Information

 
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