Literature DB >> 31074286

Nickel-Catalyzed 1,2-Arylboration of Vinylarenes.

Wang Wang1, Chao Ding1, Hailiang Pang1, Guoyin Yin1.   

Abstract

A novel nickel-catalyzed 1,2-arylboration of vinylarenes is reported. A variety of 2-boryl-1,1-diarylalkanes, which constitute a class of significant pharmacophores, are efficiently prepared from readily available olefins and aryl halides in the presence of bis(pinacolato)diboron under mild reaction conditions. The success of this three-component cascade is mainly attributed to the redox-active nitrogen-based ligand. Moreover, this method exhibits good functional group tolerance and excellent chemo- and stereoselectivity.

Entities:  

Year:  2019        PMID: 31074286     DOI: 10.1021/acs.orglett.9b01120

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


  8 in total

1.  Transition-Metal-Catalyzed 1,2-Carboboration of Alkenes: Strategies, Mechanisms, and Stereocontrol.

Authors:  Zhen Liu; Yang Gao; Tian Zeng; Keary M Engle
Journal:  Isr J Chem       Date:  2019-09-10       Impact factor: 3.333

Review 2.  Palladium(0)-Catalyzed Directed syn-1,2-Carboboration and -Silylation: Alkene Scope, Applications in Dearomatization, and Stereocontrol by a Chiral Auxiliary.

Authors:  Zhen Liu; Jiahao Chen; Hou-Xiang Lu; Xiaohan Li; Yang Gao; John R Coombs; Matthew J Goldfogel; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-08       Impact factor: 15.336

3.  Cooperative Pd/Cu Catalysis for Alkene Arylboration: Opportunities for Divergent Reactivity.

Authors:  Stanna K Dorn; M Kevin Brown
Journal:  ACS Catal       Date:  2022-01-24       Impact factor: 13.700

4.  Catalytic Arylboration of Spirocyclic Cyclobutenes: Rapid Access to Highly Substituted Spiro[3.n]alkanes.

Authors:  Amit Kumar Simlandy; Mao-Yun Lyu; M Kevin Brown
Journal:  ACS Catal       Date:  2021-10-06       Impact factor: 13.700

5.  Three-Component Ni-Catalyzed Silylacylation of Alkenes.

Authors:  Dongshun Ni; M Kevin Brown
Journal:  ACS Catal       Date:  2021-01-26       Impact factor: 13.700

6.  Nickel-Catalyzed Dearomative Arylboration of Indoles: Regioselective Synthesis of C2- and C3-Borylated Indolines.

Authors:  Grace L Trammel; Rositha Kuniyil; Phillip F Crook; Peng Liu; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2021-09-28       Impact factor: 16.383

7.  Mechanism-Based Design of an Amide-Directed Ni-Catalyzed Arylboration of Cyclopentene Derivatives.

Authors:  Alison L Lambright; Yanyao Liu; Isaac A Joyner; Kaitlyn M Logan; M Kevin Brown
Journal:  Org Lett       Date:  2021-01-04       Impact factor: 6.005

8.  Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes.

Authors:  Seewon Joung; Allison M Bergmann; M Kevin Brown
Journal:  Chem Sci       Date:  2019-10-22       Impact factor: 9.825

  8 in total

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