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Molecules 2017, 22(7), 1102; doi:10.3390/molecules22071102

A Novel Synthesis of 4-Acetoxyl 5(4H)-Oxazolones by Direct α-Oxidation of N-Benzoyl Amino-Acid Using Hypervalent Iodine

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
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Received: 17 June 2017 / Revised: 27 June 2017 / Accepted: 29 June 2017 / Published: 3 July 2017
(This article belongs to the Section Organic Synthesis)
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Abstract

We have developed a new method to prepare 4-acetoxy substituted 5(4H)-oxazolones by direct oxidation of N-benzoyl amino-acids using hypervalent iodine. The method is efficient, economical and easy to perform for the synthesis of quaternary substituted amino acid derivatives. We used online FTIR monitoring techniques to analyze the reaction, and gave a plausible reaction mechanism. View Full-Text
Keywords: oxidation; hypervalent iodine; 4-acetoxyl 5(4H)-oxazolones; N-benzoyl amino-acid; online FTIR oxidation; hypervalent iodine; 4-acetoxyl 5(4H)-oxazolones; N-benzoyl amino-acid; online FTIR
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Wen, G.; Zhang, W.-X.; Wu, S. A Novel Synthesis of 4-Acetoxyl 5(4H)-Oxazolones by Direct α-Oxidation of N-Benzoyl Amino-Acid Using Hypervalent Iodine. Molecules 2017, 22, 1102.

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