شماره ركورد كنفرانس :
4689
عنوان مقاله :
Nano Silica Powder Catalyzed STEREOSELECTIVE C-Vinylation of Diphenylacetonitril
پديدآورندگان :
Souldozi Ali alisouldozi@gmail.com Islamic Azad University, Urmia , Kouhkan Maryam Islamic Azad University, Urmia , Ramazani Ali University of Zanjan
كليدواژه :
diphenylacetonitrile , C , Vinylation , Dialkyl(Z) , 2[cyano(diphenyl)methyl] , 2 , butenedioate.
عنوان كنفرانس :
اولين كنفرانس ملي كاتاليست ايران
چكيده فارسي :
β-Addition of nucleophiles to the vinyl group of vinilic phosphonium salt leading to the
formation of new alkylidene phosphoran has attracted much attention as a very convenient
and synthetically useful method in organic synthesis. In recent years, we have established
a convenient, one-pot method for preparation of the phosphonium salt 1 . In this article, we
report facial one-pot stereoselective synthesis of dialkyl(Z)-2[cyano(diphenyl)methyl]-2-
butenedioates in fairly high yields under thermal and microwave conditions in solvent-less
system (SCHEME 1).
The ylide 5 may result from initial addition of triphenylphosphine 1 to the acetylenic ester 2
and concomitant protonation of the 1:1 adduct, followed by the electrophilic attack of the
vinyltriphenylphosphonium cation to the carbanion 4 (SCHEME 1). TLC indicated
formation of ylides 5 in CH2Cl2 .Nano Silica powder was found to catalyze conversion of the
stabilized phosphorus ylides 5 to dialkyl(Z)-2-[cyano(diphenyl)methyl]-2-butenedioates 6 under thermal conditions in solvent-less system.