Literature DB >> 27573395

Nickel-Catalyzed Reductive Couplings.

Xuan Wang1, Yijing Dai1, Hegui Gong2,3.   

Abstract

The Ni-catalyzed reductive coupling of alkyl/aryl with other electrophiles has evolved to be an important protocol for the construction of C-C bonds. This chapter first emphasizes the recent progress on the Ni-catalyzed alkylation, arylation/vinylation, and acylation of alkyl electrophiles. A brief overview of CO2 fixation is also addressed. The chemoselectivity between the electrophiles and the reactivity of the alkyl substrates will be detailed on the basis of different Ni-catalyzed conditions and mechanistic perspective. The asymmetric formation of C(sp(3))-C(sp(2)) bonds arising from activated alkyl halides is next depicted followed by allylic carbonylation. Finally, the coupling of aryl halides with other C(sp(2))-electrophiles is detailed at the end of this chapter.

Entities:  

Keywords:  Electrophiles; Nickel catalysis; Reductive coupling; Selectivity

Year:  2016        PMID: 27573395     DOI: 10.1007/s41061-016-0042-2

Source DB:  PubMed          Journal:  Top Curr Chem (Cham)        ISSN: 2364-8961


  26 in total

1.  Enantioselective Electroreductive Coupling of Alkenyl and Benzyl Halides via Nickel Catalysis.

Authors:  Travis J DeLano; Sarah E Reisman
Journal:  ACS Catal       Date:  2019-07-25       Impact factor: 13.084

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

3.  Nickel-Catalyzed Enantioselective Reductive Cross-Coupling Reactions.

Authors:  Kelsey E Poremba; Sara E Dibrell; Sarah E Reisman
Journal:  ACS Catal       Date:  2020-06-24       Impact factor: 13.084

4.  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

5.  Nickel-Catalyzed Enantioselective Cross-Coupling of N-Hydroxyphthalimide Esters with Vinyl Bromides.

Authors:  Naoyuki Suzuki; Julie L Hofstra; Kelsey E Poremba; Sarah E Reisman
Journal:  Org Lett       Date:  2017-04-04       Impact factor: 6.005

6.  Sulfonate Versus Sulfonate: Nickel and Palladium Multimetallic Cross-Electrophile Coupling of Aryl Triflates with Aryl Tosylates.

Authors:  Kai Kang; Liangbin Huang; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2020-06-08       Impact factor: 15.419

7.  Mechanism of Ni-Catalyzed Reductive 1,2-Dicarbofunctionalization of Alkenes.

Authors:  Qiao Lin; Tianning Diao
Journal:  J Am Chem Soc       Date:  2019-10-28       Impact factor: 15.419

8.  Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides.

Authors:  Seoyoung Kim; Matthew J Goldfogel; Michael M Gilbert; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2020-05-21       Impact factor: 15.419

9.  Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction.

Authors:  Yangyang Li; Yuqiang Li; Long Peng; Dong Wu; Lei Zhu; Guoyin Yin
Journal:  Chem Sci       Date:  2020-09-09       Impact factor: 9.825

10.  Nickel-catalyzed asymmetric reductive aryl-allylation of unactivated alkenes.

Authors:  Zhiyang Lin; Youxiang Jin; Weitao Hu; Chuan Wang
Journal:  Chem Sci       Date:  2021-04-09       Impact factor: 9.825

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