Literature DB >> 26710180

Palladium-Catalyzed Arylboration of Bicyclic Alkenes.

Kai Yang1, Qiuling Song1,2.   

Abstract

A palladium-catalyzed arylboration of norbornene or norbornadiene with aryl halides and bis(pinacolato)diboron has been disclosed. Mechanistic studies suggest that the reaction proceeds under a Catellani-type coupling to render versatile multifunctionalized alkylboranes in good yields. This reaction is complementary to the existing methods and is well tolerable with a variety of functional groups and readily scaled-up to a gram scale without deteriorating the yield.

Entities:  

Year:  2016        PMID: 26710180     DOI: 10.1021/acs.joc.5b02564

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


  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.  Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes.

Authors:  Kaitlyn M Logan; Stephen R Sardini; Sean D White; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-12-22       Impact factor: 15.419

4.  Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies.

Authors:  Stephen R Sardini; Alison L Lambright; Grace L Trammel; Humair M Omer; Peng Liu; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2019-06-04       Impact factor: 15.419

5.  Catalyst-Controlled 1,2- and 1,1-Arylboration of α-Alkyl Alkenyl Arenes.

Authors:  Allison M Bergmann; Stanna K Dorn; Kevin B Smith; Kaitlyn M Logan; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-09       Impact factor: 15.336

6.  Copper-Catalyzed Heteroarylboration of 1,3-Dienes with 3-Bromopyridines: A cine Substitution.

Authors:  Kevin B Smith; Yuan Huang; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-26       Impact factor: 15.336

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.  Transition Metal-Free 1,2-Carboboration of Unactivated Alkenes.

Authors:  Ying Cheng; Christian Mück-Lichtenfeld; Armido Studer
Journal:  J Am Chem Soc       Date:  2018-05-15       Impact factor: 15.419

  8 in total

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