Literature DB >> 19624159

CuBr-catalyzed reaction of N,N-dimethylanilines and silyl enol ethers: an alternative route to beta-arylamino ketones.

Lehao Huang1, Xunbin Zhang, Yuhong Zhang.   

Abstract

A wide range of silyl enol ethers undergo the reactions with N,N-dimethylanilines in the presence of transition metal catalysts under mild conditions to give beta-arylamino ketones. In the cases of silyl enol ethers derived from unsymmetrical ketones, regiospecific addition of carbonyl compounds was obtained at the olefinic position of silyl enol ether.

Entities:  

Year:  2009        PMID: 19624159     DOI: 10.1021/ol901347t

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Remodeling of fumagillol: discovery of an oxygen-directed oxidative Mannich reaction.

Authors:  Alexander J Grenning; John K Snyder; John A Porco
Journal:  Org Lett       Date:  2014-01-10       Impact factor: 6.005

2.  Dual C-H functionalization of N-aryl amines: synthesis of polycyclic amines via an oxidative Povarov approach.

Authors:  Chang Min; Abbas Sanchawala; Daniel Seidel
Journal:  Org Lett       Date:  2014-05-01       Impact factor: 6.005

3.  Tertiary amine-directed and involved carbonylative cyclizations through Pd/Cu-cocatalyzed multiple C-X (X = H or N) bond cleavage.

Authors:  Qiu-Chao Mu; Yi-Xue Nie; Xing-Feng Bai; Jing Chen; Lei Yang; Zheng Xu; Li Li; Chun-Gu Xia; Li-Wen Xu
Journal:  Chem Sci       Date:  2019-08-19       Impact factor: 9.825

4.  Borane-catalyzed cascade Friedel-Crafts alkylation/[1,5]-hydride transfer/Mannich cyclization to afford tetrahydroquinolines.

Authors:  Bei-Bei Zhang; Shuo Peng; Feiyi Wang; Cuifen Lu; Junqi Nie; Zuxing Chen; Guichun Yang; Chao Ma
Journal:  Chem Sci       Date:  2021-12-20       Impact factor: 9.825

5.  Silver-Catalyzed Controlled Intermolecular Cross-Coupling of Silyl Enol Ethers: Scalable Access to 1,4-Diketones.

Authors:  Li Xu; Xiaoyi Liu; Gregory R Alvey; Andrey Shatskiy; Jian-Quan Liu; Markus D Kärkäs; Xiang-Shan Wang
Journal:  Org Lett       Date:  2022-06-17       Impact factor: 6.072

6.  Oxidative Asymmetric Formal Aza-Diels⁻Alder Reactions of Tetrahydro-β-carboline with Enones in the Synthesis of Indoloquinolizidine-2-ones.

Authors:  Xiang Wu; Shi-Bao Zhao; Lang-Lang Zheng; You-Gui Li
Journal:  Molecules       Date:  2018-09-01       Impact factor: 4.411

  6 in total

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