Literature DB >> 21434609

Nickel-catalyzed reductive cross-coupling of unactivated alkyl halides.

Xiaolong Yu1, Tao Yang, Shulin Wang, Hailiang Xu, Hegui Gong.   

Abstract

A Ni-catalyzed reductive approach to the cross-coupling of two unactivated alkyl halides has been successfully developed. The reaction works efficiently for primary and secondary halides, with at least one being bromide. The mild reaction conditions allow for excellent functional group tolerance and provide the C(sp(3))-C(sp(3)) coupling products in moderate to excellent yields.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID： 21434609     DOI： 10.1021/ol200617f

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


  28 in total

1.  Metallaphotoredox-Catalyzed Cross-Electrophile Csp3-Csp3 Coupling of Aliphatic Bromides.

Authors:  Russell T Smith; Xiaheng Zhang; Juan A Rincón; Javier Agejas; Carlos Mateos; Mario Barberis; Susana García-Cerrada; Oscar de Frutos; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2018-12-10       Impact factor: 15.419

2.  Nickel-Catalyzed Asymmetric Reductive Cross-Coupling To Access 1,1-Diarylalkanes.

Authors:  Kelsey E Poremba; Nathaniel T Kadunce; Naoyuki Suzuki; Alan H Cherney; Sarah E Reisman
Journal:  J Am Chem Soc       Date:  2017-04-13       Impact factor: 15.419

Review 3.  Transition metal-catalyzed alkyl-alkyl bond formation: Another dimension in cross-coupling chemistry.

Authors:  Junwon Choi; Gregory C Fu
Journal:  Science       Date:  2017-04-14       Impact factor: 47.728

4.  Nickel-catalyzed cross-electrophile coupling of 2-chloropyridines with alkyl bromides.

Authors:  Daniel A Everson; Joseph A Buonomo; Daniel J Weix
Journal:  Synlett       Date:  2014-01       Impact factor: 2.454

5.  Reductive Decarboxylative Alkynylation of N-Hydroxyphthalimide Esters with Bromoalkynes.

Authors:  Liangbin Huang; Astrid M Olivares; Daniel J Weix
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-17       Impact factor: 15.336

6.  Cross-Electrophile Coupling of Unactivated Alkyl Chlorides.

Authors:  Holt A Sakai; Wei Liu; Chi Chip Le; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2020-06-26       Impact factor: 15.419

7.  Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents.

Authors:  Matteo Chierchia; Peilin Xu; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-28       Impact factor: 15.336

8.  Nickel-Catalyzed Alkyl-Alkyl Cross-Electrophile Coupling Reaction of 1,3-Dimesylates for the Synthesis of Alkylcyclopropanes.

Authors:  Amberly B Sanford; Taylor A Thane; Tristan M McGinnis; Pan-Pan Chen; Xin Hong; Elizabeth R Jarvo
Journal:  J Am Chem Soc       Date:  2020-03-04       Impact factor: 15.419

9.  Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and α-Chloronitriles.

Authors:  Nathaniel T Kadunce; Sarah E Reisman
Journal:  J Am Chem Soc       Date:  2015-08-13       Impact factor: 15.419

10.  Synthesis and minisci reactions of organotrifluoroborato building blocks.

Authors:  Marc Presset; Nicolas Fleury-Brégeot; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  J Org Chem       Date:  2013-04-17       Impact factor: 4.354
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