Palladium-catalyzed defluorinative alkynylation of polyfluoroalkyl ketones with alkynes for the synthesis of fluorinated fused furans

Autor:	Weidong Rao, Si-Xuan Zhang, Ya-Wen Wang, Man-Ling Zhi, Xue-Qiang Chu, Haiyan Xu, Zhi-Liang Shen
Rok vydání:	2021
Předmět:	chemistry.chemical_compound chemistry Cascade reaction Alkynylation Furan Organic Chemistry Regioselectivity chemistry.chemical_element Chemoselectivity Medicinal chemistry Oxidative addition Palladium Catalysis
Zdroj:	Organic Chemistry Frontiers. 8:572-578
ISSN:	2052-4129
DOI:	10.1039/d0qo01009j
Popis:	A Pd-catalyzed C–F bond alkynylation of polyfluoroalkyl ketones with terminal alkynes has been developed. The method gives access to a range of modular perfluoroalkyl- and alkynyl-substituted furan derivatives in moderate yields with high chemoselectivity and regioselectivity. The key to the success of the present cascade reaction mainly relies on the well-controlled sequence of functionalization and alkynylation of multiple C(sp3)–F bonds. Mechanistic studies showed that the reaction presumably proceeded through a chelation-assisted oxidative addition of Pd to the C–F bond.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::461abd0bb7c8b3f82cca2eb7ccba96d9 https://doi.org/10.1039/d0qo01009j Zobrazit plný text záznamu