Literature DB >> 26815429

Implications of dynamic imine chemistry for the sustainable synthesis of nitrogen heterocycles via transimination followed by intramolecular cyclisation.

Joydev K Laha1, K S Satyanarayana Tummalapalli, Krupal P Jethava.   

Abstract

An exploration of a tandem approach to the sustainable synthesis of N-heterocycles from readily available N-aryl benzylamines or imines and ortho-substituted anilines is described, which demonstrates, for the first time, an important synthetic application of dynamic imine chemistry. The key features to the successful development of this protocol include the utilisation of N-aryl benzylamines as imine precursors in transimination, the occurrence of transimination in acetonitrile in the absence of any catalysts, an intramolecular nucleophilic addition occurring in the newly formed imine causing irreversible transimination, and the tandem event occurring under green conditions.

Entities:  

Year:  2016        PMID: 26815429     DOI: 10.1039/c5ob02670a

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


  4 in total

1.  Size-selective Catalytic Polymer Acylation with a Molecular Tetrahedron.

Authors:  Mona Sharafi; Kyle T McKay; Monika Ivancic; Dillon R McCarthy; Natavan Dudkina; Kyle E Murphy; Sinu C Rajappan; Joseph P Campbell; Yuxiang Shen; Appala Raju Badireddy; Jianing Li; Severin T Schneebeli
Journal:  Chem       Date:  2020-06-11       Impact factor: 22.804

2.  Synthesis of Symmetric and Unsymmetric Secondary Amines from the Ligand-Promoted Ruthenium-Catalyzed Deaminative Coupling Reaction of Primary Amines.

Authors:  Pandula T Kirinde Arachchige; Hanbin Lee; Chae S Yi
Journal:  J Org Chem       Date:  2018-04-24       Impact factor: 4.354

3.  Physical organic studies and dynamic covalent chemistry of picolyl heterocyclic amino aminals.

Authors:  Ji-Ming Ciou; Hong-Feng Zhu; Chia-Wen Chang; Jing-Yun Chen; Ya-Fan Lin
Journal:  RSC Adv       Date:  2020-11-06       Impact factor: 4.036

Review 4.  Benzylic Methylene Functionalizations of Diarylmethanes.

Authors:  Upma Gulati; Radhika Gandhi; Joydev K Laha
Journal:  Chem Asian J       Date:  2020-09-09
  4 in total

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