Literature DB >> 19799379

Facile synthesis of 1,2,4-triazoles via a copper-catalyzed tandem addition-oxidative cyclization.

Satoshi Ueda1, Hideko Nagasawa.   

Abstract

A simple one-step synthesis of 1,2,4-triazole derivatives is provided by a copper-catalyzed oxidative coupling reaction under an atmosphere of air. The process should consist of sequential N-C and N-N bond-forming copper-catalyzed oxidative coupling reactions. Starting materials and the copper catalyst are readily available and inexpensive. A wide range of functional groups are tolerated to achieve chemical diversity.

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Year:  2009        PMID： 19799379     DOI： 10.1021/ja905056z

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  13 in total

Review 1.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

2.  Cu-Catalyzed Aerobic Oxidative N-N Coupling of Carbazoles and Diarylamines Including Selective Cross-Coupling.

Authors:  Michael C Ryan; Joseph R Martinelli; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2018-07-16       Impact factor: 15.419

3.  A synthesis of functionalized 3-amino-1,2,4-triazoles from nitrile imines and guanidine derivatives.

Authors:  Issa Yavari; Zohreh Taheri; Sara Sheikhi
Journal:  Mol Divers       Date:  2022-07-17       Impact factor: 3.364

4.  Multicomponent Pyrazole Synthesis from Alkynes, Nitriles, and Titanium Imido Complexes via Oxidatively Induced N-N Bond Coupling.

Authors:  Adam J Pearce; Robin P Harkins; Benjamin R Reiner; Alexander C Wotal; Rachel J Dunscomb; Ian A Tonks
Journal:  J Am Chem Soc       Date:  2020-02-20       Impact factor: 15.419

5.  Mechanistic insights into copper-catalyzed aerobic oxidative coupling of N-N bonds.

Authors:  Michael C Ryan; Yeon Jung Kim; James B Gerken; Fei Wang; Michael M Aristov; Joseph R Martinelli; Shannon S Stahl
Journal:  Chem Sci       Date:  2019-12-10       Impact factor: 9.825

6.  Consensus Virtual Screening Identified [1,2,4]Triazolo[1,5-b]isoquinolines As MELK Inhibitor Chemotypes.

Authors:  Anita Rácz; Roberta Palkó; Dorottya Csányi; Zsuzsanna Riedl; Dávid Bajusz; György M Keserű
Journal:  ChemMedChem       Date:  2021-10-19       Impact factor: 3.540

7.  3-Dialkylamino-1,2,4-triazoles via ZnII-Catalyzed Acyl Hydrazide-Dialkylcyanamide Coupling.

Authors:  Sevilya N Yunusova; Dmitrii S Bolotin; Vitalii V Suslonov; Mikhail A Vovk; Peter M Tolstoy; Vadim Yu Kukushkin
Journal:  ACS Omega       Date:  2018-07-03

8.  B(C6F5)3-catalyzed dehydrogenative cyclization of N-tosylhydrazones and anilines via a Lewis adduct: a combined experimental and computational investigation.

Authors:  Murali Mohan Guru; Sriman De; Sayan Dutta; Debasis Koley; Biplab Maji
Journal:  Chem Sci       Date:  2019-07-05       Impact factor: 9.825

9.  A facile, practical and metal-free microwave-assisted protocol for mono- and bis-[1,2,4]triazolo[1,5-a]pyridines synthesis utilizing 1-amino-2-imino-pyridine derivatives as versatile precursors.

Authors:  Hamada Mohamed Ibrahim; Haider Behbehani; Wael Abdelgayed Ahmed Arafa
Journal:  RSC Adv       Date:  2020-04-20       Impact factor: 3.361

Review 10.  Triazole-Modified Peptidomimetics: An Opportunity for Drug Discovery and Development.

Authors:  Agnieszka Staśkiewicz; Patrycja Ledwoń; Paolo Rovero; Anna Maria Papini; Rafal Latajka
Journal:  Front Chem       Date:  2021-05-20       Impact factor: 5.221
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