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

ABSTRACT: A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of 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.

SUBMITTER: Sontakke GS

PROVIDER: S-EPMC7934756 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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

Sontakke Geetanjali S GS Shukla Rahul K RK Volla Chandra M R CMR

Beilstein journal of organic chemistry 20210217

A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of 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 transformatio ...[more]

PMID: 33727971

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