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Issue 9, 2015
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Synthesis of 4-substituted oxazolo[4,5-c]quinolines by direct reaction at the C-4 position of oxazoles

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Abstract

A facile synthesis of 4-aryl substituted oxazolo[4,5-c]quinolines has been described via a modified Pictet–Spengler method and using Cu(TFA)2 as a catalyst. The developed methodology directly functionalizes the C-4 position of oxazoles without the aid of any prefunctionalization, in the presence of the more reactive C-2 position in good yields. The versatility of the established method has been demonstrated by its application in the synthesis of 4-substituted oxazolo-[1,8]naphthyridine ring systems.

Graphical abstract: Synthesis of 4-substituted oxazolo[4,5-c]quinolines by direct reaction at the C-4 position of oxazoles

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Article information


Submitted
20 Oct 2014
Accepted
12 Dec 2014
First published
23 Dec 2014

Org. Biomol. Chem., 2015,13, 2600-2605
Article type
Paper

Synthesis of 4-substituted oxazolo[4,5-c]quinolines by direct reaction at the C-4 position of oxazoles

M. Akula, Y. Thigulla, C. Davis, M. Jha and A. Bhattacharya, Org. Biomol. Chem., 2015, 13, 2600
DOI: 10.1039/C4OB02224F

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