Literature DB >> 18348569

Intramolecular azide-alkyne cycloaddition for the fast assembly of structurally diverse, tricyclic 1,2,3-triazoles.

Ana I Oliva1, Ute Christmann, Daniel Font, Félix Cuevas, Pablo Ballester, Helmut Buschmann, Antoni Torrens, Susana Yenes, Miquel A Pericàs.   

Abstract

The synthesis of novel tricyclic 1,2,3-triazoles starting from cyclic epoxides via the sequential azidolysis, propargylation and 1,3-dipolar cycloaddition is described. Derivatization by N-arylation reaction and the synthesis of enantiomerically pure compounds is also reported. Some of these compounds exhibit significant affinity for the sigma-1 receptor.

Entities:  

Year:  2008        PMID: 18348569     DOI: 10.1021/ol800291t

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  A one-pot-three-step route to triazolotriazepinoindazolones from oxazolino-2H-indazoles.

Authors:  Wayne E Conrad; Kevin X Rodriguez; Huy H Nguyen; James C Fettinger; Makhluf J Haddadin; Mark J Kurth
Journal:  Org Lett       Date:  2012-07-23       Impact factor: 6.005

2.  Regioselective intramolecular dipolar cycloaddition of azides and unsymmetrical alkynes.

Authors:  Ryan A Brawn; Morgan Welzel; Jason T Lowe; James S Panek
Journal:  Org Lett       Date:  2010-01-15       Impact factor: 6.005

3.  Facile one-pot assembly of imidazotriazolobenzodiazepines via indium(III)-catalyzed multicomponent reactions.

Authors:  Huy H Nguyen; Teresa A Palazzo; Mark J Kurth
Journal:  Org Lett       Date:  2013-08-20       Impact factor: 6.005

4.  Microwave-assisted three-component domino reaction: Synthesis of indolodiazepinotriazoles.

Authors:  Rajesh K Arigela; Sudhir K Sharma; Brijesh Kumar; Bijoy Kundu
Journal:  Beilstein J Org Chem       Date:  2013-02-19       Impact factor: 2.883

  4 in total

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