The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction

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 occur...

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Main Authors: Dmytro O. Tarasenko, Volodymyr M. Kotliar
Format: Article
Language:English
Published: National University of Pharmacy (Kharkiv) 2023-10-01
Series:Журнал органічної та фармацевтичної хімії
Subjects:
Online Access:https://ophcj.nuph.edu.ua/article/view/288204
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author Dmytro O. Tarasenko
Volodymyr M. Kotliar
author_facet Dmytro O. Tarasenko
Volodymyr M. Kotliar
author_sort Dmytro O. Tarasenko
collection DOAJ
description 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.
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spelling doaj.art-6c35ff5f43c544828b87a6318cf5fb7e2024-08-03T11:28:04ZengNational University of Pharmacy (Kharkiv)Журнал органічної та фармацевтичної хімії2308-83032518-15482023-10-012131722https://doi.org/10.24959/ophcj.23.288204The Synthesis of Novel 2-Hetarylthiazoles via the Stille ReactionDmytro O. Tarasenko0https://orcid.org/0009-0004-3123-1976Volodymyr M. Kotliar1https://orcid.org/0000-0003-0632-7453V. N. Karazin Kharkiv National University, UkraineV. N. Karazin Kharkiv National University, UkraineA 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.https://ophcj.nuph.edu.ua/article/view/288204stille reactionheterocyclethiazolebuchwald catalystschalcone
spellingShingle Dmytro O. Tarasenko
Volodymyr M. Kotliar
The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction
Журнал органічної та фармацевтичної хімії
stille reaction
heterocycle
thiazole
buchwald catalysts
chalcone
title The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction
title_full The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction
title_fullStr The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction
title_full_unstemmed The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction
title_short The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction
title_sort synthesis of novel 2 hetarylthiazoles via the stille reaction
topic stille reaction
heterocycle
thiazole
buchwald catalysts
chalcone
url https://ophcj.nuph.edu.ua/article/view/288204
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