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Letter

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
*
Authors to whom correspondence should be addressed.
Molecules 2017, 22(7), 1102; https://doi.org/10.3390/molecules22071102
Submission received: 17 June 2017 / Revised: 27 June 2017 / Accepted: 29 June 2017 / Published: 3 July 2017
(This article belongs to the Section Organic Chemistry)

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.
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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MDPI and ACS Style

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. https://doi.org/10.3390/molecules22071102

AMA Style

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(7):1102. https://doi.org/10.3390/molecules22071102

Chicago/Turabian Style

Wen, Gang, Wen-Xuan Zhang, and Song Wu. 2017. "A Novel Synthesis of 4-Acetoxyl 5(4H)-Oxazolones by Direct α-Oxidation of N-Benzoyl Amino-Acid Using Hypervalent Iodine" Molecules 22, no. 7: 1102. https://doi.org/10.3390/molecules22071102

APA Style

Wen, G., Zhang, W.-X., & Wu, S. (2017). A Novel Synthesis of 4-Acetoxyl 5(4H)-Oxazolones by Direct α-Oxidation of N-Benzoyl Amino-Acid Using Hypervalent Iodine. Molecules, 22(7), 1102. https://doi.org/10.3390/molecules22071102

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