Literature DB >> 24375713

Highly N2-selective coupling of 1,2,3-triazoles with indole and pyrrole.

Jian Wen1, Li-Li Zhu, Qing-Wei Bi, Zhu-Qing Shen, Xiao-Xiao Li, Xin Li, Zhen Wang, Zili Chen.   

Abstract

Hydrogen-bond mediated coupling of 1,2,3-triazoles to indoles and pyrroles results in N2 selective functionalization of the triazole moiety in moderate to excellent yields. The reaction was tolerant of un-, mono- and disubstituted triazoles and was applied to synthesize tryptophan derived fluorescent amino acids.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  1,2,3-triazole; heterocycles; indole-triazole conjugates; iodination mediated reaction; pyrrole-triazole conjugates; regioselectivity

Mesh:

Substances:

Year:  2013        PMID: 24375713     DOI: 10.1002/chem.201302761

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  A Indole-Trizole-Rhodamine Triad as Ratiometric Fluorescent Probe for Nanomolar-Concentration Level Hg(2+) Sensing with High Selectivity.

Authors:  Heng Liu; Hui Ding; Lili Zhu; Yue Wang; Zili Chen; Zhiyuan Tian
Journal:  J Fluoresc       Date:  2015-07-17       Impact factor: 2.217

2.  N-2-Aryl-1,2,3-Triazoles: A Novel Class of Blue Emitting Fluorophores-Synthesis, Photophysical Properties Study and DFT Computations.

Authors:  Vikas S Padalkar; Sandip K Lanke; Santosh B Chemate; Nagaiyan Sekar
Journal:  J Fluoresc       Date:  2015-05-15       Impact factor: 2.217

3.  N2-selective alkylation of NH-1,2,3-triazoles with vinyl ethers via gold catalysis.

Authors:  Guoli Luo; Chenyang Sun; Yan Li; Xiaoxiao Li; Zhigang Zhao
Journal:  RSC Adv       Date:  2018-08-02       Impact factor: 4.036

4.  Study on the Fluorescent Activity of N²-Indolyl-1,2,3-triazole.

Authors:  You-Can Zhang; Rui Jin; Luo-Yuan Li; Zili Chen; Li-Min Fu
Journal:  Molecules       Date:  2017-09-05       Impact factor: 4.411

5.  Ligand-Mediated Regioselective Rhodium-Catalyzed Benzotriazole-Allene Coupling: Mechanistic Exploration and Quantum Chemical Analysis.

Authors:  Tetiana Sergeieva; Trevor A Hamlin; Sergiy Okovytyy; Bernhard Breit; F Matthias Bickelhaupt
Journal:  Chemistry       Date:  2020-02-04       Impact factor: 5.236

  5 in total

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