Literature DB >> 15255748

Direct synthesis of 4-arylpiperidines via palladium/copper(I)-cocatalyzed Negishi coupling of a 4-piperidylzinc iodide with aromatic halides and triflates.

Edward G Corley1, Karen Conrad, Jerry A Murry, Cecile Savarin, Justin Holko, Genevieve Boice.   

Abstract

A general procedure for the synthesis of 4-arylpiperidines via the coupling of 4-(N-BOC-piperidyl)zinc iodide with aryl halides and triflates is presented. The reaction requires cocatalysis with both Cl(2)Pd(dppf) and a copper(I) species. An improved, safer procedure for the activation of zinc dust is also presented.

Entities:  

Year:  2004        PMID： 15255748     DOI： 10.1021/jo049647i

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


  4 in total

1.  Negishi coupling of secondary alkylzinc halides with aryl bromides and chlorides.

Authors:  Chong Han; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-06-10       Impact factor: 15.419

2.  Synthesis of tetrasubstituted pyrazoles containing pyridinyl substituents.

Authors:  Josef Jansa; Ramona Schmidt; Ashenafi Damtew Mamuye; Laura Castoldi; Alexander Roller; Vittorio Pace; Wolfgang Holzer
Journal:  Beilstein J Org Chem       Date:  2017-05-12       Impact factor: 2.883

3.  Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2 ) and C(sp3 ) Coupling of C-Br, C-OTf, and C-Cl Bonds Enabled by a Single Palladium(I) Dimer.

Authors:  Sinead T Keaveney; Gourab Kundu; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-27       Impact factor: 15.336

Review 4.  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
  4 in total

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