Literature DB >> 18396891

Oxidative amination of cuprated pyrimidine and purine derivatives.

Nadège Boudet1, Srinivas Reddy Dubbaka, Paul Knochel.   

Abstract

Using regioselective cuprations (via magnesiations), various primary, secondary and tertiary aminated pyrimidine and purine derivatives were prepared by the oxidative coupling of lithium amidocuprates using chloranil. DNA and RNA units such as aminated uracil or thymine, and adenine, as well as a CDK inhibitor, purvalanol A, were all obtained under mild conditions and satisfactory yields.

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Year:  2008        PMID: 18396891     DOI: 10.1021/ol800353s

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


  6 in total

1.  Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation.

Authors:  Charles E Hendrick; Katie J Bitting; Seoyoung Cho; Qiu Wang
Journal:  J Am Chem Soc       Date:  2017-08-14       Impact factor: 15.419

2.  Copper-catalyzed electrophilic amination of heteroarenes and arenes by C-H zincation.

Authors:  Stacey L McDonald; Charles E Hendrick; Qiu Wang
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-25       Impact factor: 15.336

3.  Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents.

Authors:  Paul Knochel; Matthias A Schade; Sebastian Bernhardt; Georg Manolikakes; Albrecht Metzger; Fabian M Piller; Christoph J Rohbogner; Marc Mosrin
Journal:  Beilstein J Org Chem       Date:  2011-09-13       Impact factor: 2.883

4.  Selective Functionalization of Tetrathiafulvalene Using Mg- and Zn-TMP-Bases: Preparation of Mono-, Di-, Tri-, and Tetrasubstituted Derivatives.

Authors:  Julia Nafe; Florian Auras; Konstantin Karaghiosoff; Thomas Bein; Paul Knochel
Journal:  Org Lett       Date:  2015-10-15       Impact factor: 6.005

5.  Disposable cartridge concept for the on-demand synthesis of turbo Grignards, Knochel-Hauser amides, and magnesium alkoxides.

Authors:  Mateo Berton; Kevin Sheehan; Andrea Adamo; D Tyler McQuade
Journal:  Beilstein J Org Chem       Date:  2020-06-19       Impact factor: 2.883

6.  Structural tracking of the potassium-mediated magnesiation of anisole.

Authors:  William Clegg; Ben Conway; Pablo García-Alvarez; Alan R Kennedy; Robert E Mulvey; Luca Russo; Jörg Sassmannshausen; Tell Tuttle
Journal:  Chemistry       Date:  2009-10-19       Impact factor: 5.236

  6 in total

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