Literature DB >> 11597240

Arylation of halogenated pyrimidines via a Suzuki coupling reaction.

J M Schomaker1, T J Delia.   

Abstract

The Suzuki coupling reaction has been used extensively for the synthesis of a wide variety of unsymmetrical biaryl compounds. We have extended this reaction to demonstrate the utility of preparing monophenyl-, diphenyl-, or triphenylpyrimidine depending on the reaction conditions. Further, it has been shown that chloropyrimidine substrates are preferable over iodo-, bromo-, or fluoropyrimidines.

Entities:  

Year:  2001        PMID: 11597240     DOI: 10.1021/jo010573+

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


  11 in total

1.  Structure-activity relationship studies on anti-HCV activity of ring-expanded ('fat') nucleobase analogues containing the imidazo[4,5-e][1,3]diazepine-4,8-dione ring system.

Authors:  Peng Zhang; Ning Zhang; Brent E Korba; Ramachandra S Hosmane
Journal:  Bioorg Med Chem Lett       Date:  2007-02-02       Impact factor: 2.823

2.  One-pot Double Suzuki Couplings of Dichloropyrimidines.

Authors:  Samantha C Anderson; Scott T Handy
Journal:  Synthesis (Stuttg)       Date:  2010-08-01       Impact factor: 3.157

3.  Xenobiotic responsiveness of Arabidopsis thaliana to a chemical series derived from a herbicide safener.

Authors:  Mark Skipsey; Kathryn M Knight; Melissa Brazier-Hicks; David P Dixon; Patrick G Steel; Robert Edwards
Journal:  J Biol Chem       Date:  2011-07-21       Impact factor: 5.157

4.  Glymes as Versatile Solvents for Chemical Reactions and Processes: from the Laboratory to Industry.

Authors:  Shaokun Tang; Hua Zhao
Journal:  RSC Adv       Date:  2014       Impact factor: 3.361

5.  Chemical and biological effects of substitution of the 2-position of ring-expanded ('fat') nucleosides containing the imidazo[4,5-e][1,3]diazepine-4,8-dione ring system: the role of electronic and steric factors on glycosidic bond stability and anti-HCV activity.

Authors:  Peng Zhang; Ning Zhang; Victor E Buckwold; Ramachandra S Hosmane
Journal:  Bioorg Med Chem       Date:  2007-04-29       Impact factor: 3.641

6.  Site-selective Suzuki-Miyaura coupling of heteroaryl halides - understanding the trends for pharmaceutically important classes.

Authors:  Joshua Almond-Thynne; David C Blakemore; David C Pryde; Alan C Spivey
Journal:  Chem Sci       Date:  2016-08-09       Impact factor: 9.825

7.  An electrochemical synthesis of functionalized arylpyrimidines from 4-amino-6-chloropyrimidines and aryl halides.

Authors:  Stéphane Sengmany; Erwan Le Gall; Eric Léonel
Journal:  Molecules       Date:  2011-06-29       Impact factor: 4.411

8.  Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties.

Authors:  Sylvain Achelle; Julián Rodríguez-López; Massinissa Larbani; Rodrigo Plaza-Pedroche; Françoise Robin-le Guen
Journal:  Molecules       Date:  2019-05-05       Impact factor: 4.411

9.  Quantum chemical insight into molecular structure, NBO analysis of the hydrogen-bonded interactions, spectroscopic (FT-IR, FT-Raman), drug likeness and molecular docking of the novel anti COVID-19 molecule 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide - dimer.

Authors:  S J Jenepha Mary; Mohd Usman Mohd Siddique; Sayantan Pradhan; Venkatesan Jayaprakash; C James
Journal:  Spectrochim Acta A Mol Biomol Spectrosc       Date:  2020-08-12       Impact factor: 4.098

10.  Antitubercular 2-Pyrazolylpyrimidinones: Structure-Activity Relationship and Mode-of-Action Studies.

Authors:  Candice Soares de Melo; Vinayak Singh; Alissa Myrick; Sandile B Simelane; Dale Taylor; Christel Brunschwig; Nina Lawrence; Dirk Schnappinger; Curtis A Engelhart; Anuradha Kumar; Tanya Parish; Qin Su; Timothy G Myers; Helena I M Boshoff; Clifton E Barry; Frederick A Sirgel; Paul D van Helden; Kirsteen I Buchanan; Tracy Bayliss; Simon R Green; Peter C Ray; Paul G Wyatt; Gregory S Basarab; Charles J Eyermann; Kelly Chibale; Sandeep R Ghorpade
Journal:  J Med Chem       Date:  2021-01-04       Impact factor: 7.446

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