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Uzelac EJ, Rasmussen SC. Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods. J Org Chem. 2017;82(11):5947-5951doi: 10.1021/acs.joc.7b00495.
Uzelac, E. J., & Rasmussen, S. C. (2017). Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods. The Journal of organic chemistry, 82(11), 5947-5951. https://doi.org/10.1021/acs.joc.7b00495
Uzelac, Eric J, and Rasmussen, Seth C. "Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods." The Journal of organic chemistry vol. 82,11 (2017): 5947-5951. doi: https://doi.org/10.1021/acs.joc.7b00495
Uzelac EJ, Rasmussen SC. Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods. J Org Chem. 2017 Jun 02;82(11):5947-5951. doi: 10.1021/acs.joc.7b00495. Epub 2017 May 16. PMID: 28508637.
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J Org Chem. 2017 Jun 02;82(11):5947-5951. doi: 10.1021/acs.joc.7b00495. Epub 2017 May 16.

Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods.

The Journal of organic chemistry

Eric J Uzelac, Seth C Rasmussen

Affiliations

  1. Department of Chemistry and Biochemistry, North Dakota State University , NDSU Department 2735, P.O. Box 6050, Fargo, North Dakota 58108-6050, United States.

PMID: 28508637 DOI: 10.1021/acs.joc.7b00495

Abstract

The synthesis of the full family of bromothiazoles has been revisited in order to update and optimize their production. The species reported include 2-bromothiazole, 4-bromothiazole, 5-bromothiazole, 2,4-dibromothiazole, 2,5-dibromothiazole, 4,5-dibromothiazole, and 2,4,5-tribromothiazole, the majority of which are produced via sequential bromination and debromination steps. This complete family can now be produced without the use of elemental bromine, and the presented methods have allowed the physical and NMR spectroscopic characterization of the full family to be reported for the first time.

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