Thiazole formation through a modified Gewald reaction

Mallia, C.J.; Englert, L.; Walter, G.C.; Baxendale, I.R.

doi:10.3762/bjoc.11.98

Thiazole formation through a modified Gewald reaction

Mallia, C.J.; Englert, L.; Walter, G.C.; Baxendale, I.R.

Authors

C.J. Mallia

L. Englert

G.C. Walter

Professor Ian Baxendale i.r.baxendale@durham.ac.uk
Professor

Abstract

The synthesis of thiazoles and thiophenes starting from nitriles, via a modified Gewald reaction has been studied for a number of different substrates. 1,4-Dithiane-2,5-diol was used as the aldehyde precursor to give either 2-substituted thiazoles or 2-substituted aminothiophenes depending on the substitution of the α-carbon to the cyano group.

Citation

Mallia, C., Englert, L., Walter, G., & Baxendale, I. (2015). Thiazole formation through a modified Gewald reaction. Beilstein Journal of Organic Chemistry, 11, 875-883. https://doi.org/10.3762/bjoc.11.98

Journal Article Type	Article
Acceptance Date	Apr 23, 2015
Publication Date	May 26, 2015
Deposit Date	May 4, 2015
Publicly Available Date	Jun 1, 2015
Journal	Beilstein Journal of Organic Chemistry
Print ISSN	1860-5397
Publisher	Beilstein-Institut
Peer Reviewed	Peer Reviewed
Volume	11
Pages	875-883
DOI	https://doi.org/10.3762/bjoc.11.98
Keywords	Design of experiment (DOE), 1,4-dithiane-2,5-diol, Gewald reaction, Thiazole, Thiophene.

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© 2015 Mallia et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)