Synthesis of stabilized phosphorus ylides from electron-poor alcohols and their applications in the preparation of 2,5-dihydrofuran derivatives

Autor:	Yavar Ahmadi, Sadegh Salmanpour, Ali Ramazani
Jazyk:	angličtina
Rok vydání:	2012
Předmět:	Electron-poor alcohol Acetylenic esters Ninhydrin Intramolecular Wittig reaction Vinyltriphenylphosphonium salt Chemistry QD1-999
Zdroj:	Bulletin of the Chemical Society of Ethiopia, Vol 26, Iss 1, Pp 153-158 (2012)
Druh dokumentu:	article
ISSN:	1011-3924 1726-801X
Popis:	Protonation of the highly reactive 1:1 intermediates, produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates, by alcohols (2-methanol thiophen, 3-methanol thiophen, 1,1,1,3,3,3-hexafluoro-2-propanol and [4-(trifluoromethyl)-phenyl]methanol) leads to vinyltriphenylphosphonium salts, which undergo Michael addition reaction with conjugate base to produce the corresponding stabilized phosphorus ylides. Wittig reaction of the stabilized phosphorus ylides with ninhydrin leads to the corresponding densely functionalized 2H-indeno[2,1-b]furans in fairly good yields.DOI: http://dx.doi.org/10.4314/bcse.v26i1.18
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/cbae164fb47249ff9351d8d6ace9884b Zobrazit plný text záznamu View record in DOAJ