Electro-oxidation of paracetamol in the presence of malononitrile: Application for green, efficient, none-catalyst, simple and one-pot electro-synthesis of new paracetamols

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Electro-oxidation of paracetamol in the presence of malononitrile: Application for green, efficient, none-catalyst, simple and one-pot electro-synthesis of new paracetamols

Alireza Asghari , Mohsen Ameri , Ali Akbar Ziarati , Sepideh Radmannia , Ali Amoozadeh , Behruz Barfi , Leila Boutorabi

Citation: Alireza Asghari, Mohsen Ameri, Ali Akbar Ziarati, Sepideh Radmannia, Ali Amoozadeh, Behruz Barfi, Leila Boutorabi. Electro-oxidation of paracetamol in the presence of malononitrile: Application for green, efficient, none-catalyst, simple and one-pot electro-synthesis of new paracetamols[J]. Chinese Chemical Letters, 2015, 26(6): 681-684. doi: 10.1016/j.cclet.2015.03.036 shu

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Electro-oxidation of paracetamol in the presence of malononitrile: Application for green, efficient, none-catalyst, simple and one-pot electro-synthesis of new paracetamols

通讯作者: Alireza Asghari,

摘要: Electrochemical oxidation of paracetamol has been studied in the presence of malononitrile as a nucleophile in a phosphate buffer solution (0.15 mol/L, pH 7), using cyclic voltammetric techniques. The results indicated that the N-acetyl-p-benzoquinone-imine derived from paracetamol participates in a 1,4-Michael-type addition reaction with the malononitrile to form the corresponding paracetamol derivatives (6a, 7a). The present study has led to the development of a simple, green, non-catalyst and one-pot electrochemical method with high atom economy under mild conditions.

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Electro-oxidation of paracetamol in the presence of malononitrile: Application for green, efficient, none-catalyst, simple and one-pot electro-synthesis of new paracetamols

1.
Department of Chemistry, Semnan University, Semnan 35195-363, Iran

Corresponding author: Alireza Asghari,

Received Date: 25 December 2014
Available Online: 06 April 2015

Abstract: Electrochemical oxidation of paracetamol has been studied in the presence of malononitrile as a nucleophile in a phosphate buffer solution (0.15 mol/L, pH 7), using cyclic voltammetric techniques. The results indicated that the N-acetyl-p-benzoquinone-imine derived from paracetamol participates in a 1,4-Michael-type addition reaction with the malononitrile to form the corresponding paracetamol derivatives (6a, 7a). The present study has led to the development of a simple, green, non-catalyst and one-pot electrochemical method with high atom economy under mild conditions.

Key words:

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