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

Mahesh Akula; Yadagiri Thigulla; Connor Davis; Mukund Jha; Anupam Bhattacharya

doi:10.1039/C4OB02224F

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

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

Mahesh Akula,^a Yadagiri Thigulla,^a Connor Davis,^b Mukund Jha^b and Anupam Bhattacharya*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Birla Institute of Technology and Science-Pilani (Hyderabad Campus), Hyderabad-500078, India
E-mail: anupam@hyderabad.bits-pilani.ac.in
Fax: +91-40-66303998
Tel: +91-40-66303522

^b Department of Biology and Chemistry, Nipissing University, North Bay, ON, Canada P1B 8L7

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.

Download options Please wait...

Supplementary files

Supplementary information PDF (1895K)

Article information

DOI: https://doi.org/10.1039/C4OB02224F
Article type: Paper
Submitted: 20 Oct 2014
Accepted: 12 Dec 2014
First published: 23 Dec 2014

Download Citation

Org. Biomol. Chem., 2015,13, 2600-2605

Permissions

Request permissions

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Organic & Biomolecular Chemistry

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

Abstract

Supplementary files

Article information

Download Citation

Permissions

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

Social activity

Search articles by author

Spotlight

Advertisements