Literature DB >> 23576012

Nickel-catalyzed reductive allylation of aryl bromides with allylic acetates.

Xiaozhan Cui1, Shulin Wang, Yuwei Zhang, Wei Deng, Qun Qian, Hegui Gong.   

Abstract

This paper highlights Ni-catalyzed allylation of electron-rich aryl bromides with a variety of substituted allylic carbonates using zinc as the terminal reductant, affording E-alkenes regioselectively in good to excellent yields by the addition of aryl to the less hindered allylic carbon. The electron-deficient aryl bromides and chlorides are also highly efficient coupling partners.

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Year:  2013        PMID: 23576012     DOI: 10.1039/c3ob40232k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  10 in total

1.  Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes.

Authors:  Catherine P McGeough; Alexandra E Strom; Timothy F Jamison
Journal:  Org Lett       Date:  2019-05-02       Impact factor: 6.005

2.  Regioselective Single-Electron Tsuji-Trost Reaction of Allylic Alcohols: A Photoredox/Nickel Dual Catalytic Approach.

Authors:  Zheng-Jun Wang; Shuai Zheng; Eugénie Romero; Jennifer K Matsui; Gary A Molander
Journal:  Org Lett       Date:  2019-08-07       Impact factor: 6.005

3.  Vinylation of Benzylic Amines via C-N Bond Functionalization of Benzylic Pyridinium Salts.

Authors:  Weiye Guan; Jennie Liao; Mary P Watson
Journal:  Synthesis (Stuttg)       Date:  2018-06-08       Impact factor: 3.157

4.  Mizoroki-Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers.

Authors:  Jose M Medina; Jesus Moreno; Sophie Racine; Shuaijing Du; Neil K Garg
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-03       Impact factor: 15.336

5.  Integrating Allyl Electrophiles into Nickel-Catalyzed Conjunctive Cross-Coupling.

Authors:  Van T Tran; Zi-Qi Li; Timothy J Gallagher; Joseph Derosa; Peng Liu; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-13       Impact factor: 15.336

6.  New ligands for nickel catalysis from diverse pharmaceutical heterocycle libraries.

Authors:  Eric C Hansen; Dylan J Pedro; Alexander C Wotal; Nicholas J Gower; Jade D Nelson; Stephane Caron; Daniel J Weix
Journal:  Nat Chem       Date:  2016-08-08       Impact factor: 24.427

7.  Dual nickel and Lewis acid catalysis for cross-electrophile coupling: the allylation of aryl halides with allylic alcohols.

Authors:  Xue-Gong Jia; Peng Guo; Jicheng Duan; Xing-Zhong Shu
Journal:  Chem Sci       Date:  2017-11-06       Impact factor: 9.825

8.  Nickel-catalyzed cross-electrophile allylation of vinyl bromides and the modification of anti-tumour natural medicine β-elemene.

Authors:  Yang Ye; Xiang Qi; Bing Xu; Ying Lin; Huan Xiang; Liang Zou; Xiang-Yang Ye; Tian Xie
Journal:  Chem Sci       Date:  2022-05-12       Impact factor: 9.969

9.  Nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles.

Authors:  Alan H Cherney; Sarah E Reisman
Journal:  J Am Chem Soc       Date:  2014-10-01       Impact factor: 15.419

10.  Photoinduced 1,2-dicarbofunctionalization of alkenes with organotrifluoroborate nucleophiles via radical/polar crossover.

Authors:  María Jesús Cabrera-Afonso; Anasheh Sookezian; Shorouk O Badir; Mirna El Khatib; Gary A Molander
Journal:  Chem Sci       Date:  2021-06-07       Impact factor: 9.969

  10 in total

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