Trifluoromethylation of Electron-Rich Alkenyl Iodides with Fluoroform-Derived 'Ligandless' CuCF3

Autor:	Omar Boutureira, Jordi Mestre, Anton Lishchynskyi, Sergio Castillón
Rok vydání:	2018
Předmět:	chemistry.chemical_compound Fluoroform 010405 organic chemistry Chemistry Trifluoromethylation Organic Chemistry Functional group Structural isomer Substrate (chemistry) 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences
Zdroj:	The Journal of Organic Chemistry. 83:8150-8160
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.8b00927
Popis:	We herein present a flexible approach for the incorporation of CF3 units into a predefined site of electron-rich alkenes that exploits the regiocontrolled introduction of an iodine handle and subsequent trifluoromethylation of the C(sp2)–I bond using fluoroform-derived “ligandless” CuCF3. The broad substrate scope and functional group tolerance together with the scalability and purity of the resulting products enabled the controlled, late-stage synthesis of single regioisomers of complex CF3-scaffolds, such as sugars, nucleosides (antivirals), and heterocycles (indoles and chromones), with potential for academic and industrial applications.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3ceaa4d21d506ff4b3a95bba30aeb1e7 https://doi.org/10.1021/acs.joc.8b00927 Zobrazit plný text záznamu