Literature DB >> 33727971

Deoxygenative C2-heteroarylation of quinoline N-oxides: facile access to α-triazolylquinolines.

Geetanjali S Sontakke1, Rahul K Shukla1, Chandra M R Volla1.   

Abstract

A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of n class="Chemical">quinolines and isoquinolines was achieved from readily available N-oxides and N-sulfonyl-1,2,3-triazoles. A variety of α-triazolylquinoline derivatives were synthesized with good regioselectivity and in excellent yields under mild reaction conditions. Further, a gram-scale and one-pot synthesis illustrated the efficacy and simplicity of the developed protocol. The current transformation was also found to be compatible for the late-stage modification of natural products.
Copyright © 2021, Sontakke et al.

Entities:  

Keywords:  amination; heteroarylation; quinoline N-oxides; regioselective; triazoles

Year:  2021        PMID: 33727971      PMCID: PMC7934756          DOI: 10.3762/bjoc.17.42

Source DB:  PubMed          Journal:  Beilstein J Org Chem        ISSN: 1860-5397            Impact factor:   2.883


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