The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction-Reference-Cited by-同舟云学术

The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction

Published:2023-10-19 Issue:3 Volume:21 Page:17-22
ISSN:2518-1548
Container-title:Journal of Organic and Pharmaceutical Chemistry
language:
Short-container-title:J. Org. Pharm. Chem.

Author:

Tarasenko Dmytro O.¹^ORCID,Kotliar Volodymyr M.¹^ORCID

Affiliation:

1. V. N. Karazin Kharkiv National University, Ukraine

Abstract

A preparative approach to the synthesis of 2-hetaryl thiazoles has been developed via the interaction of halothiazoles with stannanes according to the Stille reaction. The most effective catalysts and reaction conditions have been found. It has been determined that the formation of by-products occurs due to specific interaction of the corresponding stannanes with the carbonyl group. The by-products have been isolated and characterized. The mechanism of this interaction with the carbonyl group has not been described in literature. The 2-hetaryl thiazoles obtained have great potential as new building blocks for medicinal chemistry and as ligands due to their complexing properties.

Publisher

National University of Pharmacy

Subject

General Medicine

Reference12 articles.

1. Sultana P. S.; Siddiki S. M.; Touchy A. H.; Ting A. S.; Toyao K. W.; Maeno T.; Kanda Z.; Shimizu Y, K. Acceptorless Dehydrogenative Synthesis of Pyrimidines from Alcohols and Amidines Catalyzed by Supported Platinum Nanoparticles. ACS Catal. 2018, 8, 11330−11341. https://doi.org/10.1021/acscatal.8b02814.

2. Thiazole analogs of chalcones, capable of functionalization at the heterocyclic nucleus;Kotlyar;Chem. Heterocycl. Comp.,2010

3. Kolomoitsev O. O.; Kotliar V. M.; Tarasenko D. O.; Buravov O. V.; Doroshenko A. O. 2,4-Disubstituted 4-(1, 3-thiazol-5-yl) but-3-en-2-ones: synthetic approaches to and consequent chemical modification. Monatsh. Chem. 2020, 151 (5), 765–772. https://doi.org/10.1007/s00706-020-02612-7.

4. Pinto L. M. A.; Adeoye O., Thomasi S. S.; Francisco A. P.; Carvalheiro M. C.; Cabral-Marques H. Preparation and characterization of a synthetic curcumin analog inclusion complex and preliminary evaluation of in vitro antileishmanial activity. Int. J. Pharm. 2020, 589, 119764. https://doi.org/10.1016/j.ijpharm.2020.119764.

5. Cerveira M. M.; Vianna H. S.; Ferrer E. M. K.; da Rosa B. N.; de Pereira C. M. P.; Baldissera M. D.; Lopes L. Q. S.; Rech V. C.; Giongo J. L.; Vaucher R. D. A. Bioprospection of novel synthetic monocurcuminoids: Antioxidant, antimicrobial, and in vitro cytotoxic activities. Biomed. Pharm. 2021, 133, 111052. https://doi.org/10.1016/j.biopha.2020.111052.

Cited by 1 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Synthesis of a New Series of Chromones Based on Formylthiazoles;Journal of Organic and Pharmaceutical Chemistry;2023-12-05