Literature DB >> 23469938

Re/Mg bimetallic tandem catalysis for [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization.

Qiuzheng Tang1, Dexin Xia, Xiqing Jin, Qing Zhang, Xiao-Qiang Sun, Congyang Wang.   

Abstract

A rhenium-magnesium cocatalyzed [4+2] annulation of n class="Chemical">benzamides and alkynes via C-H/N-H functionalization is described. The reaction features a divergent and high level of diastereoselectivities, which are readily switchable by subtle tuning of reaction conditions. Thus, a wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner. Moreover, mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.

Entities:  

Year:  2013        PMID: 23469938     DOI: 10.1021/ja400020e

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  4 in total

1.  Merging rhodium-catalysed C-H activation and hydroamination in a highly selective [4+2] imine/alkyne annulation.

Authors:  Rajith S Manan; Pinjing Zhao
Journal:  Nat Commun       Date:  2016-06-20       Impact factor: 14.919

2.  Organocatalytic Asymmetric Synthesis of Dihydroisoquinolinones via a One-Pot Aza-Henry-Hemiaminalization-Oxidation Sequence.

Authors:  Robert Hahn; Ehsan Jafari; Gerhard Raabe; Dieter Enders
Journal:  Synthesis (Stuttg)       Date:  2015-02-01       Impact factor: 3.157

3.  Cascade alkylarylation of substituted N-allylbenzamides for the construction of dihydroisoquinolin-1(2H)-ones and isoquinoline-1,3(2H,4H)-diones.

Authors:  Ping Qian; Bingnan Du; Wei Jiao; Haibo Mei; Jianlin Han; Yi Pan
Journal:  Beilstein J Org Chem       Date:  2016-02-17       Impact factor: 2.883

4.  The [3+2] Annulation of CF3-Ketimines by Re Catalysis: Access to CF3-Containing Amino Heterocycles and Polyamides.

Authors:  Saisai Zhang; Xun-Yong Liu; Zhenbang Chang; Xinxin Qiao; Heng-Ying Xiong; Guangwu Zhang
Journal:  iScience       Date:  2020-10-20
  4 in total

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