Literature DB >> 12816503

A novel one-pot method for the preparation of pyrazoles by 1,3-dipolar cycloadditions of diazo compounds generated in situ.

Varinder K Aggarwal1, Javier de Vicente, Roger V Bonnert.   

Abstract

A convenient one-pot procedure for the preparation of pyrazoles by 1,3-dipolar cycloaddition of diazo compounds generated in situ has been developed. Diazo compounds derived from aldehydes were reacted with terminal alkynes to furnish regioselectively 3,5-disubstituted pyrazoles. Furthermore, the reaction of N-vinylimidazole and diazo compounds derived from aldehydes gave exclusively 3-substituted pyrazoles in a one-pot process.

Entities:  

Year:  2003        PMID： 12816503     DOI： 10.1021/jo0268409

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  16 in total

1.  The Cremeomycin Biosynthetic Gene Cluster Encodes a Pathway for Diazo Formation.

Authors:  Abraham J Waldman; Yakov Pechersky; Peng Wang; Jennifer X Wang; Emily P Balskus
Journal:  Chembiochem       Date:  2015-09-14       Impact factor: 3.164

2.  Catalyst-free, one-pot, three-component synthesis of 5-amino-1,3-aryl-₁Η-pyrazole-4-carbonitriles in green media.

Authors:  Alireza Hasaninejad; Somayeh Firoozi
Journal:  Mol Divers       Date:  2013-04-27       Impact factor: 2.943

3.  Copper-promoted cycloaddition of diazocarbonyl compounds and acetylides.

Authors:  Xiangbing Qi; Joseph M Ready
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 4.  Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review.

Authors:  Khalid Karrouchi; Smaail Radi; Youssef Ramli; Jamal Taoufik; Yahia N Mabkhot; Faiz A Al-Aizari; M'hammed Ansar
Journal:  Molecules       Date:  2018-01-12       Impact factor: 4.411

5.  A novel pseudo six-component synthesis of functionalized pyrazoles in ethanol by cascade reaction.

Authors:  Atieh Rezvanian; Maedeh Babashah; Maryam Anafcheh
Journal:  Mol Divers       Date:  2019-01-11       Impact factor: 2.943

6.  Synthesis of substituted pyrazoles via tandem cross-coupling/electrocyclization of enol triflates and diazoacetates.

Authors:  David J Babinski; Hector R Aguilar; Raymond Still; Doug E Frantz
Journal:  J Org Chem       Date:  2011-06-27       Impact factor: 4.354

7.  Synthesis of Novel Pyrazoles via [2+3]-Dipolar Cycloaddition Using Alkyne Surrogates.

Authors:  Sureshbabu Dadiboyena; Edward J Valente; Ashton T Hamme
Journal:  Tetrahedron Lett       Date:  2010-03-03       Impact factor: 2.415

8.  Diazo Compounds as Highly Tunable Reactants in 1,3-Dipolar Cycloaddition Reactions with Cycloalkynes().

Authors:  Nicholas A McGrath; Ronald T Raines
Journal:  Chem Sci       Date:  2012-08-02       Impact factor: 9.825

9.  C-H bonds as ubiquitous functionality: a general approach to complex arylated pyrazoles via sequential regioselective C-arylation and N-alkylation enabled by SEM-group transposition.

Authors:  Roman Goikhman; Teresa L Jacques; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2009-03-04       Impact factor: 15.419

10.  New "green" approaches to the synthesis of pyrazole derivatives.

Authors:  Anna Corradi; Cristina Leonelli; Antonino Rizzuti; Roberto Rosa; Paolo Veronesi; Romano Grandi; Sara Baldassari; Carla Villa
Journal:  Molecules       Date:  2007-07-19       Impact factor: 4.411
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