A facile one-pot method for preparation of succinic esters containing several functional groups

Abstract

Hydrazine derivatives undergo reactions with acetylenic esters in the presence of triphenylphosphine yielding multiple functionalized succinic ester derivatives in good to excellent yields.

Stable phosphorus ylides and heterocyclic phosphonate esters derivatives synthesised from stereoselective reactions between triphenyl phosphite and activated acetylenic esters

“…Phosphorus ylides are important reactants in organic chemistry because of their applications in the synthesis of organic products, [1][2][3][4][5][6] especially naturally occurring products with biological and pharmacological activity. [7][8][9][10][11][12][13][14][15][16][17][18][19] Recently, organic reactions in water have attracted much attention because water is the most readily available safe solvent. [20][21][22][23] The use of water as a solvent has been uncommon in organic reactions for several reasons, among them the insolubility of the reactant, the incompatibility of intermediates with water and the competition of the desired reaction with hydrolysis.…”

Phenanthridine or Isoquinoline are Good Reagents for the Synthesis of Enamino Esters

“…An efficient synthesis of a new class of enamino esters from reaction between phenanthridine 1 or isoquinoline 5 and activated acetylenic esters 2 or 6 as a Michael acceptor [27][28][29][30][31][32][33][34] was undertaken in the presence of heterocyclic NH compounds (succinimide, 5-nitroindazole, benzoxazole, 6-chlorobenzoxazole, carbazole and 3,6-dibromocarbazole) or 1,3-dicarbonyl compounds such as 1,3-dimethylbarbituric acid and 1,3diethyl-2-thiobarbituric acid at ambient temperature. Reactions were carried out by first mixing the phenanthridine or isoquinoline and heterocyclic NH or 1,3-dicarbonyl compounds and then the acetylenic ester was added slowly.…”

Diastereoselective Synthesis of Functionalised Stable Phosphorus Ylides

“…[12][13][14][15][16][17][18][19][20][21][22] Among other methods, phosphonium salts are also prepared by Michael addition of phosphorus nucleophiles to activated olefins. [23][24][25][26][27][28][29][30] In continuation of our work on the reaction between trivalent phosphorus nucleophiles and electron-deficient acetylenic compounds in the presence of organic acidic compounds, [29][30][31] we now report an efficient synthetic route to stable phosphorus ylides using triphenylphosphine, dialkyl acetylenedicarboxylates and 2-cyano-N-(aryl) or alkyl acetamide.…”