Literature DB >> 12098315

Generation of substituted styrenes via Suzuki cross-coupling of aryl halides with 2,4,6-trivinylcyclotriboroxane.

Fergal Kerins1, Donal F O'Shea.   

Abstract

The synthesis of functionalized styrene derivatives can be readily achieved utilizing a Suzuki cross-coupling protocol between aryl halides and 2,4,6-trivinylcyclotriboroxane-pyridine complex. The scope and limitations of the procedure were demonstrated by investigation of an array of ortho-substituted aryl halides.

Entities:  

Year:  2002        PMID： 12098315     DOI： 10.1021/jo020074o

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


  9 in total

1.  Low Pressure Vinylation of Aryl and Vinyl Halides via Heck-Mizoroki Reactions Using Ethylene.

Authors:  Craig R Smith; T V Rajanbabu
Journal:  Tetrahedron       Date:  2010-01-30       Impact factor: 2.457

2.  Synthesis of Diverse Heterocyclic Scaffolds via Tandem Additions to Imine Derivatives and Ring-Forming Reactions.

Authors:  James D Sunderhaus; Chris Dockendorff; Stephen F Martin
Journal:  Tetrahedron       Date:  2009-09-15       Impact factor: 2.457

3.  General method for synthesis of 2-heterocyclic N-methyliminodiacetic acid boronates.

Authors:  Graham R Dick; David M Knapp; Eric P Gillis; Martin D Burke
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

4.  Studies of microwave-enhanced Suzuki-Miyaura vinylation of electron-rich sterically hindered substrates utilizing potassium vinyltrifluoroborate.

Authors:  Matthew D Brooker; Stefan M Cooper; Dena R Hodges; Rhiannon R Carter; Justin K Wyatt
Journal:  Tetrahedron Lett       Date:  2010-12-22       Impact factor: 2.415

5.  Suzuki-Miyaura cross-coupling reactions of potassium vinyltrifluoroborate with aryl and heteroaryl electrophiles.

Authors:  Gary A Molander; Adam R Brown
Journal:  J Org Chem       Date:  2006-12-22       Impact factor: 4.354

6.  Palladium- (and nickel-) catalyzed vinylation of aryl halides.

Authors:  Scott E Denmark; Christopher R Butler
Journal:  Chem Commun (Camb)       Date:  2008-08-27       Impact factor: 6.222

7.  A general solution for unstable boronic acids: slow-release cross-coupling from air-stable MIDA boronates.

Authors:  David M Knapp; Eric P Gillis; Martin D Burke
Journal:  J Am Chem Soc       Date:  2009-05-27       Impact factor: 15.419

8.  Vinylation of aromatic halides using inexpensive organosilicon reagents. Illustration of design of experiment protocols.

Authors:  Scott E Denmark; Christopher R Butler
Journal:  J Am Chem Soc       Date:  2008-02-28       Impact factor: 15.419

9.  A general solution for the 2-pyridyl problem.

Authors:  Graham R Dick; Eric M Woerly; Martin D Burke
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-27       Impact factor: 15.336
  9 in total

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