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A direct metal-free C2–H functionalization of quinoline N-oxides: a highly selective amination and alkylation strategy towards 2-substituted quinolines

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Abstract

An efficient one-pot methodology for C2-selective amination and alkylation of quinoline N-oxides towards 2-substituted quinolines was developed, via the reaction of various quinoline N-oxides with ammonia, a large variety of primary and secondary amines, as well as active methylene compounds in the presence of diethyl H-phosphonate and K2CO3 under metal free conditions at room temperature.

Graphical abstract: A direct metal-free C2–H functionalization of quinoline N-oxides: a highly selective amination and alkylation strategy towards 2-substituted quinolines

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Publication details

The article was received on 21 Apr 2017, accepted on 10 May 2017 and first published on 11 May 2017


Article type: Research Article
DOI: 10.1039/C7QO00311K
Citation: Org. Chem. Front., 2017, Advance Article
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    A direct metal-free C2–H functionalization of quinoline N-oxides: a highly selective amination and alkylation strategy towards 2-substituted quinolines

    W. Bi, K. Sun, C. Qu, X. Chen, L. Qu, S. Zhu, X. Li, H. Wu, L. Duan and Y. Zhao, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00311K

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