Literature DB >> 28880544

Remote Migratory Cross-Electrophile Coupling and Olefin Hydroarylation Reactions Enabled by in Situ Generation of NiH.

Fenglin Chen1, Ke Chen1, Yao Zhang1, Yuli He1, Yi-Ming Wang2, Shaolin Zhu1.   

Abstract

A highly efficient strategy for remote reductive cross-electrophile coupling has been developed through the ligand-controlled nickel migration/arylation. This general protocol allows the use of abundant and bench-stable alkyl bromides and aryl bromides for the synthesis of a wide range of structurally diverse 1,1-diarylalkanes in excellent yields and high regioselectivities under mild conditions. We also demonstrated that alkyl bromide could be replaced by the proposed olefin intermediate while using n-propyl bromide/Mn0 as a potential hydride source.

Entities:  

Year:  2017        PMID: 28880544     DOI: 10.1021/jacs.7b08064

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


  24 in total

1.  Nickel-Catalyzed Dicarbofunctionalization of Alkenes.

Authors:  Xiaoxu Qi; Tianning Diao
Journal:  ACS Catal       Date:  2020-07-02       Impact factor: 13.084

2.  Enantioselective Preparation of Arenes with β-Stereogenic Centers: Confronting the 1,1-Disubstituted Olefin Problem Using CuH/Pd Cooperative Catalysis.

Authors:  Zhaohong Lu; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-30       Impact factor: 15.336

3.  Aza-Heterocycles via Copper-Catalyzed, Remote C-H Desaturation of Amines.

Authors:  Leah M Stateman; Ross M Dare; Alyson N Paneque; David A Nagib
Journal:  Chem       Date:  2021-11-16       Impact factor: 22.804

4.  Olefin Functionalization/Isomerization Enables Stereoselective Alkene Synthesis.

Authors:  Chen-Fei Liu; Hongyu Wang; Robert T Martin; Haonan Zhao; Osvaldo Gutierrez; Ming Joo Koh
Journal:  Nat Catal       Date:  2021-07-29

5.  Mechanism of Ni-Catalyzed Reductive 1,2-Dicarbofunctionalization of Alkenes.

Authors:  Qiao Lin; Tianning Diao
Journal:  J Am Chem Soc       Date:  2019-10-28       Impact factor: 15.419

6.  Development and Mechanistic Interrogation of Interrupted Chain-Walking in the Enantioselective Relay Heck Reaction.

Authors:  Sean P Ross; Ajara A Rahman; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2020-05-29       Impact factor: 15.419

7.  Nickel-Catalyzed Radical Migratory Coupling Enables C-2 Arylation of Carbohydrates.

Authors:  Gaoyuan Zhao; Wang Yao; Ilia Kevlishvili; Jaclyn N Mauro; Peng Liu; Ming-Yu Ngai
Journal:  J Am Chem Soc       Date:  2021-06-04       Impact factor: 16.383

8.  Ru-catalyzed isomerization of ω-alkenylboronates towards stereoselective synthesis of vinylboronates with subsequent in situ functionalization.

Authors:  Guo-Ming Ho; Lucas Segura; Ilan Marek
Journal:  Chem Sci       Date:  2020-05-26       Impact factor: 9.825

9.  Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction.

Authors:  Yangyang Li; Yuqiang Li; Long Peng; Dong Wu; Lei Zhu; Guoyin Yin
Journal:  Chem Sci       Date:  2020-09-09       Impact factor: 9.825

10.  Redox-active benzimidazolium sulfonamides as cationic thiolating reagents for reductive cross-coupling of organic halides.

Authors:  Weigang Zhang; Mengjun Huang; Zhenlei Zou; Zhengguang Wu; Shengyang Ni; Lingyu Kong; Youxuan Zheng; Yi Wang; Yi Pan
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

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