Literature DB >> 17915931

Scope of the Suzuki-Miyaura aminoethylation reaction using organotrifluoroborates.

Gary A Molander1, Ludivine Jean-Gérard.   

Abstract

Potassium beta-aminoethyltrifluoroborates were prepared in good yields via hydroboration of the corresponding enecarbamates using the Snieckus hydroborating reagent. A wide variety of phenethylamines containing a potentially free primary amine after appropriate deprotection have been successfully prepared in good yield using these organotrifluoroborates as partners in Suzuki-Miyaura coupling with aryl bromides, iodides, and triflates.

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Year:  2007        PMID: 17915931     DOI: 10.1021/jo7015955

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


  8 in total

1.  Synthesis of 2-Aryl- and 2-Vinylpyrrolidines via Copper-Catalyzed Coupling of Styrenes and Dienes with Potassium β-Aminoethyl Trifluoroborates.

Authors:  Chanchamnan Um; Sherry R Chemler
Journal:  Org Lett       Date:  2016-05-10       Impact factor: 6.005

2.  Macrocyclic pyridyl polyoxazoles: selective RNA and DNA G-quadruplex ligands as antitumor agents.

Authors:  Suzanne G Rzuczek; Daniel S Pilch; Angela Liu; Leroy Liu; Edmond J LaVoie; Joseph E Rice
Journal:  J Med Chem       Date:  2010-05-13       Impact factor: 7.446

3.  The [5+5] route to the phenanthrene skeleton.

Authors:  James W Herndon; Bishnu Dhakal
Journal:  ARKIVOC       Date:  2016-06-21       Impact factor: 1.140

4.  Organotrifluoroborates and monocoordinated palladium complexes as catalysts--a perfect combination for Suzuki-Miyaura coupling.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 5.  Potassium trifluoroborate salts as convenient, stable reagents for difficult alkyl transfers.

Authors:  Gary A Molander; Deidre L Sandrock
Journal:  Curr Opin Drug Discov Devel       Date:  2009-11

6.  Scope of the Suzuki-Miyaura cross-coupling reaction of potassium trifluoroboratoketohomoenolates.

Authors:  Gary A Molander; Ludivine Jean-Gérard
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

7.  Amyloidogenic immunoglobulin light chain kinetic stabilizers comprising a simple urea linker module reveal a novel binding sub-site.

Authors:  Nicholas L Yan; Reji Nair; Alan Chu; Ian A Wilson; Kristen A Johnson; Gareth J Morgan; Jeffery W Kelly
Journal:  Bioorg Med Chem Lett       Date:  2022-01-19       Impact factor: 2.823

8.  Macrocyclic pyridyl polyoxazoles: structure-activity studies of the aminoalkyl side-chain on G-quadruplex stabilization and cytotoxic activity.

Authors:  Gifty Blankson; Suzanne G Rzuczek; Cody Bishop; Daniel S Pilch; Angela Liu; Leroy Liu; Edmond J Lavoie; Joseph E Rice
Journal:  Molecules       Date:  2013-09-26       Impact factor: 4.411

  8 in total

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