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Nader NoshiranZadeh

Ali Ramazani;  Mahshid Rahimifard ;  Nader Noshiranzadeh ; Ali Souldozi
Dipotassium Hydrogen Phosphate-Catalyzed Synthesis of Dialkyl 2-(4-Fluoro-Phenoxy)-2-Butendioates From Stabilized Phosphorus Ylides in Solvent-Free Conditions

Protonation of the highly reactive 1:1 intermediates, produced in a reaction between triphenylphosphine and dialkyl acetylenedicarboxylates, by 4-fluorophenol leads to vinyltriphenylphosphonium salts, which undergo a Michael addition reaction with a conjugate base to produce dialkyl 2-(4-fluoro-phenoxy)- 3-(triphenylphosphoranylidene)butanedioates. Dipotassium hydrogen phosphate powder was found to catalyze the conversion of dialkyl 2-(4-fluoro-phenoxy)- 3-(triphenylphosphoranylidene)butanedioates to dialkyl 2-(4-fluoro-phenoxy)-2- butenedioates in solvent-free conditions under microwave (0.5 KW, 3 min) and thermal (90   ◦C, 60 min) conditions



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