Literature DB >> 11429852

Palladium/imidazolium salt catalyzed coupling of aryl halides with hypervalent organostannates.

G A Grasa1, S P Nolan.   

Abstract

[figure: see text] A Pd(OAc)2/imidazolium chloride system has been used to mediate the catalytic cross-coupling of aryl halides with organostannanes. The imidazolium salt IPr.HCl (IPr = 1,3-bis(2,6-diisopropylphenyl) imidazol-2-ylidene) in combination with TBAF (nBu4NF) was found to be most effective for the cross-coupling of aryl bromides and electron-deficient aryl chlorides with aryl and vinyl stannanes.

Entities:  

Year:  2001        PMID: 11429852     DOI: 10.1021/ol006827f

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


  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.  Fluoride-promoted cross-coupling of chloro(mono-, di-, or triphenyl)germanes with aryl halides in "moist" toluene. Multiple transfer of the phenyl group from organogermane substrates and comparison of the coupling efficiencies of chloro(phenyl)germanes with their corresponding stannane and silane counterparts.

Authors:  Jean-Philippe Pitteloud; Zun-Ting Zhang; Yong Liang; Laura Cabrera; Stanislaw F Wnuk
Journal:  J Org Chem       Date:  2010-11-10       Impact factor: 4.354

3.  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

4.  Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles.

Authors:  John E A Russell; Emily D Entz; Ian M Joyce; Sharon R Neufeldt
Journal:  ACS Catal       Date:  2019-03-04       Impact factor: 13.084

5.  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

6.  Arylchlorogermanes/TBAF/"moist" toluene: a promising combination for Pd-catalyzed Germyl-Stille cross-coupling.

Authors:  Zun-Ting Zhang; Jean-Philippe Pitteloud; Laura Cabrera; Yong Liang; Myrdich Toribio; Stanislaw F Wnuk
Journal:  Org Lett       Date:  2010-02-19       Impact factor: 6.005

7.  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

Review 8.  Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm.

Authors:  Christopher S Horbaczewskyj; Ian J S Fairlamb
Journal:  Org Process Res Dev       Date:  2022-07-11       Impact factor: 3.858

9.  3,9'-Bi(9H-fluorene).

Authors:  Jie Liu; Wentao Yu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-06-13
  9 in total

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