Synthesis of Functionalised Phosphonates by Three-Component Reaction between Phosphites, Dialkyl Acetylenedicarboxylates and Pyrrole, Indole or Benzotriazole

Abstract

Three-component reaction between dialkyl acetylenedicarboxylates, phosphites, and pyrrole, indole or benzotriazole leads to functionalised phosphonates in good yields.

Diastereoselective Synthesis of Functionalised Phosphonates by Three-Component reaction between Phosphites, Acetylene Diesters and Formanilides

“…The presence of phosphorus atom in the product is helpful for determining its relative configuration using the carbon-phosphorus coupling constants. In continuation of our previous work on the reaction between trialkyl phosphites and acetylene diesters in the presence of organic acidic compounds, [13][14][15][16] here we report the reaction between dialkyl acetylenedicarboxylates (DAADs), triethyl phosphite or triphenyl phosphite and formanilide derivatives to produce functionalised succinate phosphonates in good yields (Scheme 1).…”

Study of Three-Component Reaction between Triphenylphosphine, Dimethyl Acetylenedicarboxylate and Thiadiazol Derivatives

“…Reaction of acetylenic esters with triphenylphosphine in the presence of an organic compound possessing an acidichydrogen has been recently reported to produce phosphorus ylides [4][5][6] . In continuation of our work on the reaction between trivalent phosphorus nucleophiles and acetylenic esters in the presence of organic NH, OH, or CH-acids [7][8][9][10][11][12][13][14][15][16][17][18] , we report herein the results of our study on the reaction between dimethyl acetylenedicarboxylate and triphenylphosphine in the presence of thiadiazol derivatives.…”

An efficient one-pot synthesis of dialkyl 8a-acetylamino-8-oxo-8,8a-dihydro-2H-1-oxacyclopenta[α]indene-2,3-dicarboxylate derivatives

“…The threecomponent reaction between triphenylphosphine, acetylenic esters and an organic acidic compound has been reported to produce phosphorus ylides which may further undergo intramolecular Wittig reactions to produce unsaturated hetro-or carbo-cyclic compounds in a one-pot process. [4][5][6] In continuation of our previous work on the reaction between trivalent phosphorus nucleophiles and acetylene diesters in the presence of acidic organic compounds [7][8][9][10][11][12][13][14] we wish to report herein the results of our studies on the reaction between dialkyl acetylenedicarboxylates and triphenylphosphine in the presence of N-(2-hydroxy-1,3-dioxoindan-2-yl)amide derivatives 3.…”