Literature DB >> 21286604

Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent.

Selçuk Çalimsiz1, Michael G Organ.   

Abstract

Pd-PEPPSI-IPent has proven to be an excellent catalyst for the Negishi cross-coupling reaction of secondary alkylzinc reagents with a wide variety of aryl/heteroaryl halides. Importantly, β-hydride elimination/migratory insertion of the organometallic leading to the production of isomeric coupling products has been significantly reduced using the highly-hindered Ipent ligand. © The Royal Society of Chemistry 2011

Entities:  

Year:  2011        PMID： 21286604     DOI： 10.1039/c0cc04835f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  7 in total

1.  Highly selective reactions of unbiased alkenyl halides and alkylzinc halides: Negishi-Plus couplings.

Authors:  Arkady Krasovskiy; Bruce H Lipshutz
Journal:  Org Lett       Date:  2011-07-08       Impact factor: 6.005

2.  The Use of Tertiary Alkylmagnesium Nucleophiles in Ni-Catalyzed Cross-Coupling Reactions.

Authors:  Amruta Joshi-Pangu; Mark R Biscoe
Journal:  Synlett       Date:  2012-05-14       Impact factor: 2.454

3.  Stereoretentive Pd-catalysed Stille cross-coupling reactions of secondary alkyl azastannatranes and aryl halides.

Authors:  Ling Li; Chao-Yuan Wang; Rongcai Huang; Mark R Biscoe
Journal:  Nat Chem       Date:  2013-05-19       Impact factor: 24.427

4.  Highly selective palladium-catalyzed cross-coupling of secondary alkylzinc reagents with heteroaryl halides.

Authors:  Yang Yang; Katrin Niedermann; Chong Han; Stephen L Buchwald
Journal:  Org Lett       Date:  2014-08-25       Impact factor: 6.005

5.  Efficient Pd-Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents.

Authors:  Thorsten Scherpf; Henning Steinert; Angela Großjohann; Katharina Dilchert; Jens Tappen; Ilja Rodstein; Viktoria H Gessner
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-08       Impact factor: 15.336

Review 6.  Cobalt-Catalyzed (Hetero)arylation of Saturated Cyclic Amines with Grignard Reagents.

Authors:  Baptiste Barré; Laurine Gonnard; Amandine Guérinot; Janine Cossy
Journal:  Molecules       Date:  2018-06-14       Impact factor: 4.411

7.  Synergy between supported ionic liquid-like phases and immobilized palladium N-heterocyclic carbene-phosphine complexes for the Negishi reaction under flow conditions.

Authors:  Edgar Peris; Raúl Porcar; María Macia; Jesús Alcázar; Eduardo García-Verdugo; Santiago V Luis
Journal:  Beilstein J Org Chem       Date:  2020-08-06       Impact factor: 2.883
  7 in total

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