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One-Pot Synthesis of Alkyl 3-(Diphenylphosphoryl)-3-(10H-phenothiazin-10-yl)propanoates from Alkyl Acetylenecarboxylates,Phenothiazine, and Triphenylphosphine
Authors:Ali Ramazani  Fariba Sadri
Affiliation:1. Department of Chemistry , Islamic Azad University–Zanjan Branch , Zanjan, Iran;2. Chemistry Department , Payam Noor University (PNU) , Abhar, Zanjan, Iran
Abstract:
Protonation of the highly reactive 1:1 intermediates, produced in the reaction between triphenylphosphine and alkyl acetylenecarboxylates by phenothiazine, leads to vinyltriphenylphosphonium salts, which undergo a Michael addition reaction with conjugate bases to produce the corresponding phosphorus ylides. The phosphorus ylides react with water forming phenothiazine containing diphenylphosphine oxide derivatives in moderate yields.
Keywords:Acetylenic ester  DEPT-135 experiment  phenothiazine  phenothiazine containing diphenylphosphine oxide derivatives  phosphorus ylide  triphenylphosphine  vinyltriphenylphosphonium salts
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