Literature DB >> 31250959

Nickel-Catalyzed Arylboration of Alkenylarenes: Synthesis of Boron-Substituted Quaternary Carbons and Regiodivergent Reactions.

Liang-An Chen1, Alan R Lear1, Pin Gao2, M Kevin Brown1.   

Abstract

A method for the construction of boron-substituted quaternary carbons or diarylquaternary carbons by arylboration of highly substituted alkenylarenes is presented. A wide range of alkenes and arylbromides can participate in this reaction thus allowing for a diverse assortment of products to be prepared. In addition, a solvent dependent regiodivergent arylboration of 1,2-disubstituted alkenylarenes is presented, thus greatly increasing the scope of products that can be accessed.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; arylboration; boron; cross coupling; nickel

Year:  2019        PMID： 31250959      PMCID： PMC6663602          DOI： 10.1002/anie.201904861

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  10 in total

1.  Nickel-Catalyzed Arylboration of Cyclopentene.

Authors:  Stephen R Sardini; M Kevin Brown
Journal:  Organic Synth       Date:  2020

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.  Multifaceted Substrate-Ligand Interactions Promote the Copper-Catalyzed Hydroboration of Benzylidenecyclobutanes and Related Compounds.

Authors:  Taeho Kang; Tuğçe G Erbay; Kane L Xu; Gary M Gallego; Alexander Burtea; Sajiv K Nair; Ryan L Patman; Ru Zhou; Scott C Sutton; Indrawan J McAlpine; Peng Liu; Keary M Engle
Journal:  ACS Catal       Date:  2020-10-27       Impact factor: 13.084

4.  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

5.  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

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

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

7.  Directed, nickel-catalyzed 1,2-alkylsulfenylation of alkenyl carbonyl compounds.

Authors:  Zi-Qi Li; Wen-Ji He; Hui-Qi Ni; Keary M Engle
Journal:  Chem Sci       Date:  2022-05-02       Impact factor: 9.969

8.  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

9.  Construction of congested Csp3-Csp3 bonds by a formal Ni-catalyzed alkylboration.

Authors:  Amit Kumar Simlandy; Stephen R Sardini; M Kevin Brown
Journal:  Chem Sci       Date:  2021-03-09       Impact factor: 9.825

10.  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
  10 in total

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