Literature DB >> 17253706

N-vinylpyridinium and -ammonium tetrafluoroborate salts: new electrophilic coupling partners for Pd(0)-catalyzed Suzuki cross-coupling reactions.

Keith R Buszek1, Neil Brown.   

Abstract

N-Vinylpyridinium and -trialkylammonium tetrafluoroborate salts represent a new class of electrophilic coupling partner for Pd(0)-catalyzed Suzuki cross-coupling reactions and give very good to excellent yields of products with a wide range of boronic acids. The salts are easily prepared from activated acetylenes and pyridinium or trialkylammonium tetrafluoroborates to form crystalline, air-stable, and nonhygroscopic crystals. [reaction: see text].

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Year:  2007        PMID: 17253706      PMCID: PMC2723788          DOI: 10.1021/ol063027h

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


  10 in total

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6.  Amino alcohols as ligands for nickel-catalyzed suzuki reactions of unactivated alkyl halides, including secondary alkyl chlorides, with arylboronic acids.

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9.  Palladium-catalyzed tetrakis(dimethylamino)ethylene-promoted reductive coupling of aryl halides.

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10.  The first Suzuki cross-couplings of aryltrimethylammonium salts.

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  10 in total
  11 in total

1.  N-Vinylpyridinium tetrafluoroborate salts as reagents for the stereoselective and regioselective synthesis of symmetrical (2E,4E)-1,6-dioxo-2,4-dienes.

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4.  Deaminative Reductive Cross-Electrophile Couplings of Alkylpyridinium Salts and Aryl Bromides.

Authors:  Jennie Liao; Corey H Basch; Megan E Hoerrner; Michael R Talley; Brian P Boscoe; Joseph W Tucker; Michelle R Garnsey; Mary P Watson
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6.  Harnessing Alkylpyridinium Salts as Electrophiles in Deaminative Alkyl-Alkyl Cross-Couplings.

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7.  Nickel-catalyzed cross couplings of benzylic ammonium salts and boronic acids: stereospecific formation of diarylethanes via C-N bond activation.

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8.  Transforming Benzylic Amines into Diarylmethanes: Cross-Couplings of Benzylic Pyridinium Salts via C-N Bond Activation.

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Review 10.  Molecular targets and anticancer activity of quinoline-chalcone hybrids: literature review.

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