HYDRO-DE-PHOSPHONIATION OF 4-SUBSTITUTED-4-TRIPHENYLPHOSPHONIO-S(4H)-OXAZOLONES WITH HYDROGEN IODIDE

Roman Mazurkiewicz Institute of Organic Chemistry and Technology, The Silesian Technical University, Krzywoustego 4, 44-100, Gliwice, Poland; Department of Textile Engineering and Environmental Sciences, Technical University of Lodz, Bielsko-Biala Campus, 43-300, Bielsko-Biala, Poland

Anna W. Pierwocha Institute of Organic Chemistry and Technology, The Silesian Technical University, Krzywoustego 4, 44-100, Gliwice, Poland

Agata Zabska Institute of Organic Chemistry and Technology, The Silesian Technical University, Krzywoustego 4, 44-100, Gliwice, Poland

Abstract

4-Substituted-4-triphenylphosphonio-5(4H)-oxazolones, when reacted with hydrogen iodide in methylene chloride at room temperature, undergo hydro-de-phosphoniation to 5(4H)-oxa- zolonium salts, which react with methanol and triethylamine to give the corresponding N-acyl α-amino acid methyl esters. The possible mechanisms of hydro-de-phosphoniation is discussed.

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HYDRO-DE-PHOSPHONIATION OF 4-SUBSTITUTED-4-TRIPHENYLPHOSPHONIO-S(4H)-OXAZOLONES WITH HYDROGEN IODIDE

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HYDRO-DE-PHOSPHONIATION OF 4-SUBSTITUTED-4-TRIPHENYLPHOSPHONIO-S(4H)-OXAZOLONES WITH HYDROGEN IODIDE

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