EWG assisted nucleophilic fluorination using PPHF: a strategy for the synthesis of 1,2,2-triaryl-2-fluoroethanones

Autor:	Tej V. Singh, Anil K. Pal, Rishi D. Anand, Anil Kumar, Paloth Venugopalan
Rok vydání:	2011
Předmět:	Organic Chemistry Hydrogen fluoride Biochemistry Medicinal chemistry Ion chemistry.chemical_compound chemistry Nucleophile Yield (chemistry) Drug Discovery Polar effect Organic chemistry Pyridinium Benzofuran Fluoride
Zdroj:	Tetrahedron. 67:8308-8313
ISSN:	0040-4020
DOI:	10.1016/j.tet.2011.08.083
Popis:	The nucleophilic fluorination of 1,2,2-triaryl-2-hydroxyethanones by fluoride ion has been carried out using pyridinium poly(hydrogen fluoride) (PPHF) to give 1,2,2-triaryl-2-fluoroethanones in fairly good yield. The presence of electron withdrawing group (EWG), such as –COAr at the carbon bearing hydroxyl group facilitates such nucleophilic fluorination. The intermediacy of bridged oxiranyl ion and α-ketocarbenium ion has been proposed for the formation of various α-fluoroketones and benzofuran derivatives respectively.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::193c556f6995c02820e34f766626bcac https://doi.org/10.1016/j.tet.2011.08.083 Zobrazit plný text záznamu Full Text from ScienceDirect