Literature DB >> 20714661

Convenient and clean synthesis of imines from primary benzylamines.

Guobiao Chu1, Chunbao Li.   

Abstract

The current syntheses of imines from benzylamines are often performed in organic solvents or under harsh reaction conditions. Clean oxidation of primary benzylamines to imines has been successfully achieved using H(2)O(2) in water at room temperature catalyzed by V(2)O(5). Among the 10 imine products, 5 of them precipitated from the reaction and led pure products after simple filtration. No organic solvents are needed in the whole process. The yields are good to quantitative. This represents an efficient and green procedure of the synthesis of imines. A similar green oxidation of benzylamines to aromatic aldehydes is also reported. A benzylic anion-involved mechanism is proposed based on the experiments.

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Year:  2010        PMID: 20714661     DOI: 10.1039/c0ob00043d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Vanadium-catalyzed oxidative Strecker reaction: α-C-H cyanation of para-methoxyphenyl (PMP)-protected primary amines.

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Journal:  Tetrahedron Lett       Date:  2014-01-01       Impact factor: 2.415

2.  Metal-free hypervalent iodine/TEMPO mediated oxidation of amines and mechanistic insight into the reaction pathways.

Authors:  Ajay H Bansode; Gurunath Suryavanshi
Journal:  RSC Adv       Date:  2018-09-14       Impact factor: 4.036

3.  Probing the catalytic activity of porous graphene oxide and the origin of this behaviour.

Authors:  Chenliang Su; Muge Acik; Kazuyuki Takai; Jiong Lu; Si-jia Hao; Yi Zheng; Pingping Wu; Qiaoliang Bao; Toshiaki Enoki; Yves J Chabal; Kian Ping Loh
Journal:  Nat Commun       Date:  2012       Impact factor: 14.919

4.  Uniform Cu/chitosan beads as a green and reusable catalyst for facile synthesis of imines via oxidative coupling reaction.

Authors:  Threeraphat Chutimasakul; Pakamon Na Nakhonpanom; Warinda Tirdtrakool; Apichai Intanin; Thanthapatra Bunchuay; Rattikan Chantiwas; Jonggol Tantirungrotechai
Journal:  RSC Adv       Date:  2020-06-02       Impact factor: 4.036

  4 in total

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