Literature DB >> 19552378

Pd(PPh3)4-PEG 400 catalyzed protocol for the atom-efficient Stille cross-coupling reaction of organotin with aryl bromides.

Wen-Jun Zhou1, Ke-Hu Wang, Jin-Xian Wang.   

Abstract

Aryl bromides (4 equiv) were coupled efficiently with organotin (1 equiv) in an atom-efficient way using the tetra(triphenylphosphine)palladium/polyethylene glycol 400 (Pd(PPh3)4/PEG 400) catalytic system in the presence of sodium acetate (NaOAc) as base at 100 degrees C, providing excellent yields of the corresponding functionalized biaryls in short reaction times.

Entities:  

Year:  2009        PMID： 19552378     DOI： 10.1021/jo9005206

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


  8 in total

Review 1.  Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

Authors:  Ranjan Jana; Tejas P Pathak; Matthew S Sigman
Journal:  Chem Rev       Date:  2011-02-14       Impact factor: 60.622

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.  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

4.  Pd(II)-Catalyzed C3-Selective Arylation of Pyridine with (Hetero)arenes.

Authors:  Guo-Lin Gao; Wujiong Xia; Pankaj Jain; Jin-Quan Yu
Journal:  Org Lett       Date:  2016-02-02       Impact factor: 6.005

5.  C(acyl)-C(sp2) and C(sp2)-C(sp2) Suzuki-Miyaura cross-coupling reactions using nitrile-functionalized NHC palladium complexes.

Authors:  Sinem Çakır; Serdar Batıkan Kavukcu; Hande Karabıyık; Senthil Rethinam; Hayati Türkmen
Journal:  RSC Adv       Date:  2021-11-23       Impact factor: 4.036

Review 6.  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

7.  Suzuki-Miyaura reactions catalyzed by C₂-symmetric Pd-multi-dentate N-heterocyclic carbene complexes.

Authors:  Lan Jiang; Fengjun Shan; Zhengning Li; Defeng Zhao
Journal:  Molecules       Date:  2012-10-16       Impact factor: 4.411

8.  An efficient microwave-assisted Suzuki reaction using a new pyridine-pyrazole/Pd(II) species as catalyst in aqueous media.

Authors:  Liqun Shen; Suyu Huang; Yuanmei Nie; Fuhou Lei
Journal:  Molecules       Date:  2013-01-25       Impact factor: 4.411
  8 in total

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