Literature DB >> 25714497

Nickel-catalyzed three-component domino reactions of aryl Grignard reagents, alkynes, and aryl halides producing tetrasubstituted alkenes.

Fei Xue1, Jin Zhao, T S Andy Hor, Tamio Hayashi.   

Abstract

Three-component reaction of aryl Grignard reagents, alkynes, and aryl halides in the presence of 1 mol % of NiCl2 proceeded sequentially through carbomagnesiation of the alkyne followed by cross-coupling of the resulting alkenyl Grignard reagent with aryl halide to give tetrasubstituted alkenes in high yields.

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Year:  2015        PMID： 25714497     DOI： 10.1021/ja513166w

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


  9 in total

1.  Highly Stereoselective Synthesis of Tetrasubstituted Acyclic All-Carbon Olefins via Enol Tosylation and Suzuki-Miyaura Coupling.

Authors:  Beryl X Li; Diane N Le; Kyle A Mack; Andrew McClory; Ngiap-Kie Lim; Theresa Cravillion; Scott Savage; Chong Han; David B Collum; Haiming Zhang; Francis Gosselin
Journal:  J Am Chem Soc       Date:  2017-07-26       Impact factor: 15.419

2.  Rapid access to t-butylalkylated olefins enabled by Ni-catalyzed intermolecular regio- and trans-selective cross-electrophile t-butylalkylation of alkynes.

Authors:  Yi-Zhou Zhan; Huan Meng; Wei Shu
Journal:  Chem Sci       Date:  2022-03-30       Impact factor: 9.969

3.  Nickel-catalyzed difunctionalization of allyl moieties using organoboronic acids and halides with divergent regioselectivities.

Authors:  Wanfang Li; Jie Kang Boon; Yu Zhao
Journal:  Chem Sci       Date:  2017-10-26       Impact factor: 9.825

4.  Divergent Synthetic Access to E- and Z-Stereodefined All-Carbon-Substituted Olefin Scaffolds: Application to Parallel Synthesis of (E)- and (Z)-Tamoxifens.

Authors:  Yuichiro Ashida; Atsushi Honda; Yuka Sato; Hidefumi Nakatsuji; Yoo Tanabe
Journal:  ChemistryOpen       Date:  2017-01-18       Impact factor: 2.911

5.  Ni-catalyzed regio- and stereo-defined intermolecular cross-electrophile dialkylation of alkynes without directing group.

Authors:  Yi-Zhou Zhan; Nan Xiao; Wei Shu
Journal:  Nat Commun       Date:  2021-02-10       Impact factor: 14.919

6.  Cationic-palladium catalyzed regio- and stereoselective syn-1,2-dicarbofunctionalization of unsymmetrical internal alkynes.

Authors:  Shubham Dutta; Shashank Shandilya; Shengwen Yang; Manash Protim Gogoi; Vincent Gandon; Akhila K Sahoo
Journal:  Nat Commun       Date:  2022-03-16       Impact factor: 14.919

Review 7.  Transition Metal Catalyst Free Synthesis of Olefins from Organoboron Derivatives.

Authors:  K Bojaryn; C Hirschhäuser
Journal:  Chemistry       Date:  2022-02-28       Impact factor: 5.020

8.  syn-Selective alkylarylation of terminal alkynes via the combination of photoredox and nickel catalysis.

Authors:  Lei Guo; Fan Song; Shengqing Zhu; Huan Li; Lingling Chu
Journal:  Nat Commun       Date:  2018-10-31       Impact factor: 14.919

9.  Modular and regioselective synthesis of all-carbon tetrasubstituted olefins enabled by an alkenyl Catellani reaction.

Authors:  Jianchun Wang; Zhe Dong; Cheng Yang; Guangbin Dong
Journal:  Nat Chem       Date:  2019-11-18       Impact factor: 24.427
  9 in total

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