Literature DB >> 23676902

Ln[N(SiMe3)2]3-catalyzed cycloaddition of terminal alkynes to azides leading to 1,5-disubstituted 1,2,3-triazoles: new mechanistic features.

Longcheng Hong1, Weijia Lin, Fangjun Zhang, Ruiting Liu, Xigeng Zhou.   

Abstract

The first example of rare earth metal-catalyzed cycloaddition of terminal alkynes to azides resulting in the formation of 1,5-disubstituted 1,2,3-triazoles is described. Preliminary studies revealed that the present cycloaddition shows unprecedented mechanistic features involving a tandem anionic cascade cyclization and anti-addition across the C≡C triple bond.

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Year:  2013        PMID: 23676902     DOI: 10.1039/c3cc42534g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Zinc mediated azide-alkyne ligation to 1,5- and 1,4,5-substituted 1,2,3-triazoles.

Authors:  Christopher D Smith; Michael F Greaney
Journal:  Org Lett       Date:  2013-09-03       Impact factor: 6.005

2.  Synthesis, in silico ADME, molecular docking and in vitro cytotoxicity evaluation of stilbene linked 1,2,3-triazoles.

Authors:  Arnika Das; Sujeet Kumar; Leentje Persoons; Dirk Daelemans; Dominique Schols; Hakan Alici; Hakan Tahtaci; Subhas S Karki
Journal:  Heliyon       Date:  2021-01-30

Review 3.  The 1,3-Dipolar Cycloaddition: From Conception to Quantum Chemical Design.

Authors:  Steven E Beutick; Pascal Vermeeren; Trevor A Hamlin
Journal:  Chem Asian J       Date:  2022-07-28
  3 in total

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