Literature DB >> 24845077

Nickel-catalyzed α-arylation of ketones with phenol derivatives.

Ryosuke Takise1, Kei Muto, Junichiro Yamaguchi, Kenichiro Itami.   

Abstract

The nickel-catalyzed α-arylation of ketones with readily available phenol derivatives (esters and carbamates) provides access to useful α-arylketones. For this transformation, 3,4-bis(dicyclohexylphosphino)thiophene (dcypt) was identified as a new, enabling, air-stable ligand for this transformation. The intermediate of an assumed C-O oxidative addition was isolated and characterized by X-ray crystal-structure analysis.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CO activation; nickel; oxidative addition; synthetic methods; α-arylation

Mesh：

Substances：

Year:  2014        PMID： 24845077     DOI： 10.1002/anie.201403823

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


  10 in total

1.  Mechanism and Origins of Ligand-Controlled Stereoselectivity of Ni-Catalyzed Suzuki-Miyaura Coupling with Benzylic Esters: A Computational Study.

Authors:  Shuo-Qing Zhang; Buck L H Taylor; Chong-Lei Ji; Yuan Gao; Michael R Harris; Luke E Hanna; Elizabeth R Jarvo; K N Houk; Xin Hong
Journal:  J Am Chem Soc       Date:  2017-09-07       Impact factor: 15.419

2.  Transesterification of (hetero)aryl esters with phenols by an Earth-abundant metal catalyst.

Authors:  Jianxia Chen; E Namila; Chaolumen Bai; Menghe Baiyin; Bao Agula; Yong-Sheng Bao
Journal:  RSC Adv       Date:  2018-07-13       Impact factor: 4.036

3.  Nickel-Catalyzed C-H Arylation of Benzoxazoles and Oxazoles: Benchmarking the Influence of Electronic, Steric and Leaving Group Variations in Phenolic Electrophiles.

Authors:  Deborah F Steinberg; Morgan C Turk; Dipannita Kalyani
Journal:  Tetrahedron       Date:  2017-02-14       Impact factor: 2.457

4.  Decarbonylative organoboron cross-coupling of esters by nickel catalysis.

Authors:  Kei Muto; Junichiro Yamaguchi; Djamaladdin G Musaev; Kenichiro Itami
Journal:  Nat Commun       Date:  2015-06-29       Impact factor: 14.919

Review 5.  Bakuchiol - a natural meroterpenoid: structure, isolation, synthesis and functionalization approaches.

Authors:  T P Adarsh Krishna; Baldev Edachery; Sunil Athalathil
Journal:  RSC Adv       Date:  2022-03-21       Impact factor: 3.361

6.  Heterogeneous Suzuki-Miyaura coupling of heteroaryl ester via chemoselective C(acyl)-O bond activation.

Authors:  Hongpeng Ma; Chaolumen Bai; Yong-Sheng Bao
Journal:  RSC Adv       Date:  2019-06-03       Impact factor: 4.036

7.  Enantioselective Oxidative Rearrangements with Chiral Hypervalent Iodine Reagents.

Authors:  Michael Brown; Ravi Kumar; Julia Rehbein; Thomas Wirth
Journal:  Chemistry       Date:  2016-01-21       Impact factor: 5.236

8.  Suzuki-Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C-N and C-O bonds.

Authors:  Peng Lei; Guangrong Meng; Shicheng Shi; Yun Ling; Jie An; Roman Szostak; Michal Szostak
Journal:  Chem Sci       Date:  2017-08-01       Impact factor: 9.825

9.  C-H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C-H activation.

Authors:  Kei Muto; Taito Hatakeyama; Junichiro Yamaguchi; Kenichiro Itami
Journal:  Chem Sci       Date:  2015-09-08       Impact factor: 9.825

10.  Ester dance reaction on the aromatic ring.

Authors:  Kaoru Matsushita; Ryosuke Takise; Kei Muto; Junichiro Yamaguchi
Journal:  Sci Adv       Date:  2020-07-08       Impact factor: 14.136
  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.