Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
A novel synthetic methodology for the preparation of 1,3-disubstituted pyrazoles from in situ generated nitrile imines and acetylene is reported. The reactions are performed in a simple two-chamber reactor. One part of the reactor is loaded with hydrazonoyl chloride precursors of active nitrile imine species and a base. The other part is used to generate acetylene from CaC 2 and water. Partitioning of the reactants improves the yields of desired pyrazoles up to 99% and simplifies their isolation to a simple procedure of solvent evaporation. The approach requires no complex equipment and utilizes inexpensive, safe, and easy to handle calcium carbide as a starting material. A model deuterium incorporation is carried out according to the developed methodology, producing a series of novel 4,5-dideuteropyrazoles with excellent deuterium enrichment. Theoretical calculations on reaction mechanism and characterization of possible intermediate structures were performed.
Язык оригинала | английский |
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Страницы (с-по) | 3819-3828 |
Число страниц | 10 |
Журнал | Journal of Organic Chemistry |
Том | 83 |
Номер выпуска | 7 |
DOI | |
Состояние | Опубликовано - 6 апр 2018 |
ID: 34659194