Literature DB >> 27759372

para-Selective Alkylation of Benzamides and Aromatic Ketones by Cooperative Nickel/Aluminum Catalysis.

Shogo Okumura1, Shuwei Tang2, Teruhiko Saito1, Kazuhiko Semba1, Shigeyoshi Sakaki2, Yoshiaki Nakao1.   

Abstract

We report a method that ensures the selective alkylation of benzamides and aromatic ketones at the para-position via cooperative nickel/aluminum catalysis. Using a bulky catalyst/cocatalyst system allows reactions between benzamides and alkenes to afford the corresponding para-alkylated products. The origin of the high para-selectivity has also been investigated by density functional theory calculations.

Entities:  

Year:  2016        PMID: 27759372     DOI: 10.1021/jacs.6b08767

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


  11 in total

1.  Organocatalyst-controlled site-selective arene C-H functionalization.

Authors:  Jian-Hui Mao; Yong-Bin Wang; Limin Yang; Shao-Hua Xiang; Quan-Hao Wu; Yuan Cui; Qian Lu; Jie Lv; Shaoyu Li; Bin Tan
Journal:  Nat Chem       Date:  2021-08-09       Impact factor: 24.427

2.  H2 and carbon-heteroatom bond activation mediated by polarized heterobimetallic complexes.

Authors:  R Malcolm Charles; Timothy P Brewster
Journal:  Coord Chem Rev       Date:  2021-02-07       Impact factor: 22.315

Review 3.  N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Authors:  Qun Zhao; Guangrong Meng; Steven P Nolan; Michal Szostak
Journal:  Chem Rev       Date:  2020-01-22       Impact factor: 60.622

4.  Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives.

Authors:  Chunchen Yuan; Lei Zhu; Changpeng Chen; Xiaolan Chen; Yong Yang; Yu Lan; Yingsheng Zhao
Journal:  Nat Commun       Date:  2018-03-22       Impact factor: 14.919

Review 5.  Bimetallic catalysis for C-C and C-X coupling reactions.

Authors:  Dominic R Pye; Neal P Mankad
Journal:  Chem Sci       Date:  2017-01-16       Impact factor: 9.825

6.  Chromium-catalyzed para-selective formation of quaternary carbon centers by alkylation of benzamide derivatives.

Authors:  Pei Liu; Changpeng Chen; Xuefeng Cong; Jinghua Tang; Xiaoming Zeng
Journal:  Nat Commun       Date:  2018-11-06       Impact factor: 14.919

7.  Friedel-Crafts Reaction of N,N-Dimethylaniline with Alkenes Catalyzed by Cyclic Diaminocarbene-Gold(I) Complex.

Authors:  Hangzhi Wu; Tianxiang Zhao; Xingbang Hu
Journal:  Sci Rep       Date:  2018-07-30       Impact factor: 4.379

8.  Overcoming peri- and ortho-selectivity in C-H methylation of 1-naphthaldehydes by a tunable transient ligand strategy.

Authors:  Yujian Mao; Jing Jiang; Dandan Yuan; Xiuzhen Chen; Yanan Wang; Lihong Hu; Yinan Zhang
Journal:  Chem Sci       Date:  2022-01-06       Impact factor: 9.825

9.  Regiocontrol in the oxidative Heck reaction of indole by ligand-enabled switch of the regioselectivity-determining step.

Authors:  Yu-Jie Wang; Chen-Hui Yuan; De-Zhao Chu; Lei Jiao
Journal:  Chem Sci       Date:  2020-09-23       Impact factor: 9.825

10.  Connecting remote C-H bond functionalization and decarboxylative coupling using simple amines.

Authors:  Francisco de Azambuja; Ming-Hsiu Yang; Taisiia Feoktistova; Manikandan Selvaraju; Alexander C Brueckner; Markas A Grove; Suvajit Koley; Paul Ha-Yeon Cheong; Ryan A Altman
Journal:  Nat Chem       Date:  2020-03-09       Impact factor: 24.427

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