Literature DB >> 23868790

C-H alkenylation of azoles with enols and esters by nickel catalysis.

Lingkui Meng1, Yuko Kamada, Kei Muto, Junichiro Yamaguchi, Kenichiro Itami.   

Abstract

Rather u(Ni)que: Two new C-H alkenylation reactions, that is C-H/C-O alkenylation and decarbonylative C-H alkenylation, of azoles are uniquely catalyzed by Ni/dcype. These azole alkenylation reactions are successfully applied to the convergent formal synthesis of siphonazole B.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation; alkenes; heterocycles; natural products; nickel

Mesh:

Substances:

Year:  2013        PMID: 23868790     DOI: 10.1002/anie.201304492

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


  11 in total

1.  Activation of C-O and C-N Bonds Using Non-Precious-Metal Catalysis.

Authors:  Timothy B Boit; Ana S Bulger; Jacob E Dander; Neil K Garg
Journal:  ACS Catal       Date:  2020-09-10       Impact factor: 13.084

2.  Nickel-Catalyzed Coupling of Azoles with Aromatic Nitriles.

Authors:  Mckenna G Hanson; Noelle M Olson; Zubaoyi Yi; Grace Wilson; Dipannita Kalyani
Journal:  Org Lett       Date:  2017-07-27       Impact factor: 6.005

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.  Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling.

Authors:  Chengwei Liu; Chong-Lei Ji; Tongliang Zhou; Xin Hong; Michal Szostak
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-06       Impact factor: 15.336

5.  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

6.  Nickel-catalysed retro-hydroamidocarbonylation of aliphatic amides to olefins.

Authors:  Jiefeng Hu; Minyan Wang; Xinghui Pu; Zhuangzhi Shi
Journal:  Nat Commun       Date:  2017-05-05       Impact factor: 14.919

7.  Nickela-electrocatalyzed C-H Alkoxylation with Secondary Alcohols: Oxidation-Induced Reductive Elimination at Nickel(III).

Authors:  Shou-Kun Zhang; Julia Struwe; Lianrui Hu; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-16       Impact factor: 15.336

8.  Cobalt(III)-catalyzed synthesis of indazoles and furans by C-H bond functionalization/addition/cyclization cascades.

Authors:  Joshua R Hummel; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2014-12-24       Impact factor: 15.419

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.  Cobalt-catalyzed directed C-H alkenylation of pivalophenone N-H imine with alkenyl phosphates.

Authors:  Wengang Xu; Naohiko Yoshikai
Journal:  Beilstein J Org Chem       Date:  2018-03-28       Impact factor: 2.883

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