Literature DB >> 24620903

Palladium-catalyzed alkenylation via sp2 C-H bond activation using phenolic hydroxyl as the directing group.

Chun Zhang1, Jing Ji, Peipei Sun.   

Abstract

This note describes the efficient and highly regioselective synthesis of 2-(2'-alkenylphenyl)phenol derivatives via palladium-catalyzed 2'-alkenylation of 2-arylphenols directed by the phenolic hydroxyl group using benzoquinone as the oxidant in an atmosphere of air. This reaction can tolerate a series of functional groups and provides the alkenylation products regio- and stereoselectively in moderate to good yields.

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Year:  2014        PMID: 24620903     DOI: 10.1021/jo4028825

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


  5 in total

1.  Theoretical studies of palladium-catalyzed cycloaddition of alkynyl aryl ethers and alkynes.

Authors:  Qingxi Meng; Fen Wang
Journal:  J Mol Model       Date:  2014-11-18       Impact factor: 1.810

2.  Hydroxy-directed fluorination of remote unactivated C(sp3)-H bonds: a new age of diastereoselective radical fluorination.

Authors:  Stefan Andrew Harry; Michael Richard Xiang; Eric Holt; Andrea Zhu; Fereshte Ghorbani; Dhaval Patel; Thomas Lectka
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

3.  Relative Strength of Common Directing Groups in Palladium-Catalyzed Aromatic C-H Activation.

Authors:  Anna Tomberg; Michael Éric Muratore; Magnus Jan Johansson; Ina Terstiege; Christian Sköld; Per-Ola Norrby
Journal:  iScience       Date:  2019-09-27

4.  Quadruple C-H activation coupled to hydrofunctionalization and C-H silylation/borylation enabled by weakly coordinated palladium catalyst.

Authors:  Bo-Cheng Tang; Wen-Xuan Lin; Xiang-Long Chen; Cai He; Jin-Tian Ma; Yan-Dong Wu; Yu Lan; An-Xin Wu
Journal:  Nat Commun       Date:  2020-11-09       Impact factor: 14.919

5.  Visible light-driven efficient palladium catalyst turnover in oxidative transformations within confined frameworks.

Authors:  Jiawei Li; Liuqing He; Qiong Liu; Yanwei Ren; Huanfeng Jiang
Journal:  Nat Commun       Date:  2022-02-17       Impact factor: 17.694

  5 in total

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