Literature DB >> 20532309

Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides.

Lutz Ackermann1.   

Abstract

Significant progress has been made in direct alkylations of (hetero)arenes with unactivated alkyl halides. Thus, C-H bond functionalizations were accomplished with beta-hydrogen-containing alkyl halides in the presence of palladium, nickel or ruthenium catalysts under basic reaction conditions. A valuable asset of these methodologies is represented by their excellent regio- and chemoselectivities, along with remarkable mild reaction conditions, rendering this approach an attractive alternative to traditional alkylation strategies.

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Year:  2010        PMID: 20532309     DOI: 10.1039/c0cc00778a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  17 in total

1.  Selective sp3 C-H alkylation via polarity-match-based cross-coupling.

Authors:  Chip Le; Yufan Liang; Ryan W Evans; Ximing Li; David W C MacMillan
Journal:  Nature       Date:  2017-06-21       Impact factor: 49.962

2.  A General and Practical Palladium-Catalyzed Direct α-Arylation of Amides with Aryl Halides.

Authors:  Bing Zheng; Tiezheng Jia; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-01-13       Impact factor: 5.837

3.  Palladium-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Authors:  Alexander R O Venning; Patrick T Bohan; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2015-03-16       Impact factor: 15.419

4.  Nickel-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Authors:  Quentin D Tercenio; Erik J Alexanian
Journal:  Tetrahedron       Date:  2019-05-25       Impact factor: 2.457

5.  Rhodium-catalyzed annulation of N-benzoylsulfonamide with isocyanide through C-H activation.

Authors:  Chen Zhu; Weiqing Xie; John R Falck
Journal:  Chemistry       Date:  2011-10-04       Impact factor: 5.236

6.  Ligand-Promoted C(sp(3) )-H Olefination en Route to Multi-functionalized Pyrazoles.

Authors:  Weibo Yang; Shengqing Ye; Yvonne Schmidt; Dean Stamos; Jin-Quan Yu
Journal:  Chemistry       Date:  2016-04-15       Impact factor: 5.236

7.  Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides.

Authors:  Chen Zhu; John R Falck
Journal:  Tetrahedron       Date:  2012-09-04       Impact factor: 2.457

8.  Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp3)-H activation.

Authors:  Zhuo Wu; Hang Jiang; Yanghui Zhang
Journal:  Chem Sci       Date:  2021-05-19       Impact factor: 9.825

9.  Copper-catalyzed CuAAC/intramolecular C-H arylation sequence: Synthesis of annulated 1,2,3-triazoles.

Authors:  Rajkumar Jeyachandran; Harish Kumar Potukuchi; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2012-10-16       Impact factor: 2.883

10.  Ligand-promoted alkylation of C(sp3)-H and C(sp2)-H bonds.

Authors:  Ru-Yi Zhu; Jian He; Xiao-Chen Wang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2014-09-15       Impact factor: 15.419

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