Literature DB >> 26179736

Cobalt(II)-Catalyzed C(sp2)-H Alkynylation/Annulation with Terminal Alkynes: Selective Access to 3-Methyleneisoindolin-1-one.

Lin-Bao Zhang1, Xin-Qi Hao1, Zhan-Jiang Liu1, Xin-Xiang Zheng1, Shou-Kun Zhang1, Jun-Long Niu2, Mao-Ping Song3.   

Abstract

A highly efficient cobalt(II)-catalyzed alkynylation/annulation of terminal alkynes assisted by an N,O-bidentate directing group is described. This protocol is characterized by wide substrate scope utilizing cheap cobalt catalysts, and offers a new approach to 3-methyleneisoindolin-1-one, which can be converted into an oxadiazine salt in one step. Moreover, the directing group could be removed in three steps.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation; annulations; cobalt; ligand design; nitrogen oxides

Year:  2015        PMID: 26179736     DOI: 10.1002/anie.201504962

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


  6 in total

Review 1.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

2.  Co-catalyzed ortho-C-H functionalization/annulation of arenes and alkenes with alkynylsilanes: access to isoquinolone and pyridone motifs.

Authors:  Cong Lin; Liang Shen
Journal:  RSC Adv       Date:  2019-09-26       Impact factor: 4.036

3.  Copper-mediated oxidative C-H/N-H activations with alkynes by removable hydrazides.

Authors:  Feng Xiong; Bo Li; Chenrui Yang; Liang Zou; Wenbo Ma; Linghui Gu; Ruhuai Mei; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2021-07-08       Impact factor: 2.883

4.  Cobalt-catalyzed electrooxidative C-H/N-H [4+2] annulation with ethylene or ethyne.

Authors:  Shan Tang; Dan Wang; Yichang Liu; Li Zeng; Aiwen Lei
Journal:  Nat Commun       Date:  2018-02-23       Impact factor: 14.919

5.  Insights into Cobalta(III/IV/II)-Electrocatalysis: Oxidation-Induced Reductive Elimination for Twofold C-H Activation.

Authors:  Tjark H Meyer; João C A Oliveira; Debasish Ghorai; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-05       Impact factor: 15.336

Review 6.  Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.

Authors:  Risto Savela; Carolina Méndez-Gálvez
Journal:  Chemistry       Date:  2021-02-02       Impact factor: 5.236

  6 in total

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