Copper-catalyzed Csp-chalcogen bond formation: Versatile approach to N-(3-(organochalcogenyl)prop-2-yn-1-yl)amides

Autor:	Fabiane Gritzenco, Benhur Godoi, Diego Alves, Adriane Sperança, Marcelo Godoi, Thiago Barcellos, Éverton Berwanger Balbom
Rok vydání:	2019
Předmět:	010405 organic chemistry Chemistry Organic Chemistry Sonogashira coupling Bond formation 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Chalcogen chemistry.chemical_compound Drug Discovery Copper catalyzed Benzamide Reactive site
Zdroj:	Tetrahedron. 75:4017-4023
ISSN:	0040-4020
DOI:	10.1016/j.tet.2019.06.031
Popis:	This work describes the copper-catalyzed C sp -chalcogen bond formation through cross-coupling reactions of propynylbenzamides and diorganyl dichalcogenides at room temperature, under open atmosphere. Generally, the reactions have proceeded very smoothly, affording the new class of organochalcogen-containing propynylbenzamides in good yields. Notably, this protocol showed to be tolerant to neutral, electron-donating and electron-withdrawing substituents present in both reaction substrates. In addition, the applicability of the carbon-chalcogen bond as a reactive site has been proved by successfully employment of the N -methyl- N -(3-(butylselanyl)prop-2-yn-1-yl)benzamide as a precursor in palladium-catalyzed Suzuki and Sonogashira type reactions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::eb894e5b90c5392896a38c13e5e2267b https://doi.org/10.1016/j.tet.2019.06.031 Zobrazit plný text záznamu Full Text from ScienceDirect