Literature DB >> 17217265

Beta-aminoethyltrifluoroborates: efficient aminoethylations via Suzuki-Miyaura cross-coupling.

Gary A Molander1, Fabricio Vargas.   

Abstract

A set of phenethylamines has been successfully prepared via Suzuki-Miyaura cross-coupling of diverse potassium beta-aminoethyltrifluoroborates with aryl halides. The potassium beta-aminoethyltrifluoroborates were easily prepared via hydroboration of enamine and enamide precursors. [reaction: see text].

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Year:  2007        PMID： 17217265      PMCID： PMC2593899          DOI： 10.1021/ol062610v

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


  8 in total

1.  An extremely active catalyst for the Negishi cross-coupling reaction.

Authors:  Jacqueline E Milne; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2004-10-13       Impact factor: 15.419

2.  Catalysts for Suzuki-Miyaura coupling processes: scope and studies of the effect of ligand structure.

Authors:  Timothy E Barder; Shawn D Walker; Joseph R Martinelli; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2005-04-06       Impact factor: 15.419

3.  Cross-coupling reactions of potassium alkyltrifluoroborates with aryl and 1-alkenyl trifluoromethanesulfonates.

Authors:  G A Molander; T Ito
Journal:  Org Lett       Date:  2001-02-08       Impact factor: 6.005

4.  Sequential catalytic asymmetric Heck-iminium ion cyclization: enantioselective total synthesis of the Strychnos alkaloid minfiensine.

Authors:  Amy B Dounay; Larry E Overman; Aaron D Wrobleski
Journal:  J Am Chem Soc       Date:  2005-07-27       Impact factor: 15.419

5.  Indol-2-one intermediates: mechanistic evidence and synthetic utility. Total syntheses of (+/-)-flustramines A and C.

Authors:  James R Fuchs; Raymond L Funk
Journal:  Org Lett       Date:  2005-02-17       Impact factor: 6.005

6.  A new asymmetric synthesis of trans-hydroisoquinolones.

Authors:  A Kamatani; L E Overman
Journal:  Org Lett       Date:  2001-04-19       Impact factor: 6.005

7.  B-alkyl suzuki-miyaura cross-coupling reactions with air-stable potassium alkyltrifluoroborates.

Authors:  Gary A Molander; Chang-Soo Yun; María Ribagorda; Betina Biolatto
Journal:  J Org Chem       Date:  2003-07-11       Impact factor: 4.354

8.  Di(isopropylprenyl)borane: A new hydroboration reagent for the synthesis of alkyl and alkenyl boronic acids.

Authors:  Alexey V Kalinin; Stefan Scherer; Victor Snieckus
Journal:  Angew Chem Int Ed Engl       Date:  2003-07-28       Impact factor: 15.336
  8 in total
  4 in total

1.  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

2.  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 3.  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

4.  Palladium-catalyzed regioselective and stereo-invertive ring-opening borylation of 2-arylaziridines with bis(pinacolato)diboron: experimental and computational studies.

Authors:  Youhei Takeda; Akinobu Kuroda; W M C Sameera; Keiji Morokuma; Satoshi Minakata
Journal:  Chem Sci       Date:  2016-06-09       Impact factor: 9.825
  4 in total

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