Efficient Synthesis of 4-oxo-4,5-dihydrothieno[3,2-cc]quinoline-2-carboxylic Acid Derivatives from Aniline

Author(s)

Arindam Chatterjee, University of Mississippi
Stephen J. Cutler, University of Mississippi
Ikhlas A. Khan, University of Mississippi
John S. Williamson, University of DaytonFollow

Document Type

Article

Publication Date

2-2014

Publication Source

Molecular Diversity

Abstract

The first reported synthesis of potential kinase inhibitors, 4-oxo-4,5-dihydrothieno[3,2-c]quinoline-2-carboxylic acid derivatives starting from aniline is described. This efficient high yielding sequence was carried out in six steps without any chromatographic purification. A tandem nucleophilic aromatic substitution/cyclization reaction was used as a key step in the sequence. The versatile intermediate 2-carboxylic acid was used as a suitable precursor to access the functionalization of the C-ring, by convergent analog synthesis of several novel derivatives.

Inclusive pages

51–59

ISBN/ISSN

1381-1991

Comments

Permission documentation is on file.

Copyright

Copyright © 2014, Springer Science and Business Media Dordrecht

Publisher

Springer

Volume

18

Issue

1

Peer Reviewed

yes

eCommons Citation

Chatterjee, Arindam; Cutler, Stephen J.; Khan, Ikhlas A.; and Williamson, John S., "Efficient Synthesis of 4-oxo-4,5-dihydrothieno[3,2-cc]quinoline-2-carboxylic Acid Derivatives from Aniline" (2014). Office for Research Publications and Presentations. 33.
https://ecommons.udayton.edu/ofr_pub/33