Literature DB >> 21417307

Rapid one-pot, four-step synthesis of highly fluorescent 1,3,4,5-tetrasubstituted pyrazoles.

Benjamin Willy1, Thomas J J Müller.   

Abstract

1,3,4,5-Tetrasubstituted pyrazoles can be rapidly and efficiently synthesized in a one-pot, four-step sequence consisting of Sonogashira coupling, addition-cyclocondensation, bromination, and Suzuki coupling. The second and the last step are microwave-assisted, and according to sequential catalysis, no addition of further Pd catalyst is needed for the terminal step. The title compounds show intense blue fluorescence and high quantum yields.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID： 21417307     DOI： 10.1021/ol2004947

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


  12 in total

Review 1.  Transition metal-free one-pot synthesis of nitrogen-containing heterocycles.

Authors:  Simpal Kumari; Dharma Kishore; Sarvesh Paliwal; Rajani Chauhan; Jaya Dwivedi; Aakanksha Mishra
Journal:  Mol Divers       Date:  2015-06-09       Impact factor: 2.943

Review 2.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

3.  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

Review 4.  1H-Pyrazolo[3,4-b]quinolines: Synthesis and Properties over 100 Years of Research.

Authors:  Andrzej Danel; Ewa Gondek; Mateusz Kucharek; Paweł Szlachcic; Arkadiusz Gut
Journal:  Molecules       Date:  2022-04-26       Impact factor: 4.927

5.  One-pot four-component synthesis of pyrimidyl and pyrazolyl substituted azulenes by glyoxylation-decarbonylative alkynylation-cyclocondensation sequences.

Authors:  Charlotte F Gers; Julia Rosellen; Eugen Merkul; Thomas J J Müller
Journal:  Beilstein J Org Chem       Date:  2011-08-26       Impact factor: 2.883

6.  Consecutive three-component synthesis of 3-(hetero)aryl-1H-pyrazoles with propynal diethylacetal as a three-carbon building block.

Authors:  Lucilla Levi; Christina Boersch; Charlotte F Gers; Eugen Merkul; Thomas J J Müller
Journal:  Molecules       Date:  2011-11-07       Impact factor: 4.411

Review 7.  Styrylpyrazoles: Properties, Synthesis and Transformations.

Authors:  Pedro M O Gomes; Pedro M S Ouro; Artur M S Silva; Vera L M Silva
Journal:  Molecules       Date:  2020-12-12       Impact factor: 4.411

8.  Highly Fluorescent Dyes Containing Conformationally Restrained Pyrazolylpyrene (Pyrazoolympicene) Chromophore.

Authors:  Anna Wrona-Piotrowicz; Anna Makal; Janusz Zakrzewski
Journal:  Molecules       Date:  2022-02-14       Impact factor: 4.411

9.  Pyrazolo-fused 4-azafluorenones as key reagents for the synthesis of fluorescent dicyanovinylidene-substituted derivatives.

Authors:  Jessica Orrego-Hernández; Carolina Lizarazo; Justo Cobo; Jaime Portilla
Journal:  RSC Adv       Date:  2019-08-30       Impact factor: 4.036

10.  One-pot three-component synthesis and photophysical characteristics of novel triene merocyanines.

Authors:  Christian Muschelknautz; Robin Visse; Jan Nordmann; Thomas J J Müller
Journal:  Beilstein J Org Chem       Date:  2014-03-05       Impact factor: 2.883
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