Literature DB >> 19835373

Direct alkenylation and alkylation of pyridone derivatives by Ni/AlMe(3) catalysis.

Yoshiaki Nakao1, Hiroaki Idei, Kyalo Stephen Kanyiva, Tamejiro Hiyama.   

Abstract

Regioselective alkenylation and alkylation of 2-pyridone derivatives are achieved through inter- and intramolecular insertion of alkynes, 1,3-dienes, and alkenes into the C(6)-H bond by nickel/AlMe(3) catalysis. Coordination of the heterocycles to the Lewis acid cocatalyst through their basic carbonyl oxygen is considered to be responsible for the regioselective activation of the C-H bonds, probably through oxidative addition to nickel(0).

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Year:  2009        PMID: 19835373     DOI: 10.1021/ja907214t

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


  6 in total

Review 1.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

2.  Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)-H bonds.

Authors:  Shao-Long Qi; Yu-Peng Liu; Yi Li; Yu-Xin Luan; Mengchun Ye
Journal:  Nat Commun       Date:  2022-05-26       Impact factor: 17.694

3.  Diversity-oriented functionalization of 2-pyridones and uracils.

Authors:  Yong Shang; Chenggui Wu; Qianwen Gao; Chang Liu; Lisha Li; Xinping Zhang; Hong-Gang Cheng; Shanshan Liu; Qianghui Zhou
Journal:  Nat Commun       Date:  2021-05-20       Impact factor: 14.919

Review 4.  A lesson for site-selective C-H functionalization on 2-pyridones: radical, organometallic, directing group and steric controls.

Authors:  Koji Hirano; Masahiro Miura
Journal:  Chem Sci       Date:  2017-11-27       Impact factor: 9.825

5.  Cobalt(iii)-catalyzed site-selective C-H amidation of pyridones and isoquinolones.

Authors:  Feng Gao; Xu Han; Chunpu Li; Lingjun Liu; Zhanqing Cong; Hong Liu
Journal:  RSC Adv       Date:  2018-09-21       Impact factor: 3.361

6.  Rhodium(i)-catalyzed C6-selective C-H alkenylation and polyenylation of 2-pyridones with alkenyl and conjugated polyenyl carboxylic acids.

Authors:  Haoqiang Zhao; Xin Xu; Zhenli Luo; Lei Cao; Bohan Li; Huanrong Li; Lijin Xu; Qinghua Fan; Patrick J Walsh
Journal:  Chem Sci       Date:  2019-09-09       Impact factor: 9.825

  6 in total

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