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Literature DB >> 27786482

Pd-Catalyzed Regioselective Arylboration of Vinylarenes.

Abstract

A palladium-catalyzed 1,2-arylboration of vinylarenes with aryldiazonium tetrafluoroborates and bis(pinacolato)diboron has been disclosed. It is reported for the first time that styrene derivatives can be successfully employed as good substrates for 1,2-arylboration of alkenes. Mechanistic studies suggest that no Pd-H reinsertion occurred under our standard conditions, which is the key for the success of this transformation.

Entities: Chemical

Year: 2016 PMID： 27786482 DOI： 10.1021/acs.orglett.6b02527

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

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Cited

10 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

Pd-Catalyzed Regioselective Arylboration of Vinylarenes.

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

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

3. Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes.

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

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

6. Catalytic Carbo- and Aminoboration of Alkenyl Carbonyl Compounds via Five- and Six-Membered Palladacycles.

7. Directed, Palladium(II)-Catalyzed Enantioselective anti-Carboboration of Alkenyl Carbonyl Compounds.

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

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

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