Cooperative Lewis Acid/Cp*CoIII Catalyzed C-H Bond Activation for the Synthesis of Isoquinolin-3-ones

被引：165

作者：

Kim, Ju Hyun ^{[1
]}

Gressies, Steffen ^{[1
]}

Glorius, Frank ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, Corrensstr 40, D-48149 Munster, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 18期

关键词：

carbenes; C-H activation; cobalt; cooperative catalysis; isoquinolinones; ONE-POT SYNTHESIS; SELECTIVE ALKENYLATION; OXIDATIVE ANNULATION; AROMATIC KETIMINES; ARYLZINC REAGENTS; ALKYNES; IMINES; ROUTE; DERIVATIVES; AMIDATION;

D O I：

10.1002/anie.201601003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A facile route toward the synthesis of isoquinolin-3-ones through a cooperative B(C6F5)(3)- and Cp*Co-III-catalyzed C-H bond activation of imines with diazo compounds is presented. The inclusion of a catalytic amount of B(C6F5)(3) results in a highly efficient reaction, thus enabling unstable NH imines to serve as substrates.

引用

页码：5577 / 5581

页数：5

共 50 条

[31] Catalytic C-H bond activation of benzene with Cp*Ir complexes
Lehman, Matthew
Ison, Elon A.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
[32] Multicomponent Synthesis of Iminocoumarins via Rhodium-Catalyzed C-H Bond Activation
Chen, Zhan
Jin, Shengnan
Jiang, Wenyao
Zhu, Feimin
Chen, Yuqi
Zhao, Yingwei
JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (16): : 11006 - 11013
[33] Iron-catalyzed C-H bond activation reactions
Nakamura, Eiichi
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[34] Ruthenium(II)-Catalyzed C-H Bond Activation and Functionalization
Arockiam, Percia Beatrice
Bruneau, Christian
Dixneuf, Pierre H.
CHEMICAL REVIEWS, 2012, 112 (11) : 5879 - 5918
[35] Mechanistic study of Cp*CoIII/RhIII-catalyzed directed C-H functionalization with diazo compounds
Qu, Shuanglin
Cramer, Christopher
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
[36] Cp*CoIII-Catalyzed Bis-isoquinolone Synthesis by C-H Annulation of Arylamide with 1,3-Diyne
Sen, Malay
Mandal, Rajib
Das, Ashis
Kalsi, Deepti
Sundararaju, Basker
CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (69) : 17454 - 17457
[37] A Cationic High-Valent Cp*CoIII Complex for the Catalytic Generation of Nucleophilic Organometallic Species: Directed C-H Bond Activation
Yoshino, Tatsuhiko
Ikemoto, Hideya
Matsunaga, Shigeki
Kanai, Motomu
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (08) : 2207 - 2211
[38] Pyrroloindolone Synthesis via a Cp*CoIII-Catalyzed Redox-Neutral Directed C-H Alkenylation/Annulation Sequence
Ikemoto, Hideya
Yoshino, Tatsuhiko
Sakata, Ken
Matsunaga, Shigeki
Kanai, Motomu
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (14) : 5424 - 5431
[39] Mechanistic Study of Cp*CoIII/RhIII-Catalyzed Directed C-H Functionalization with Diazo Compounds
Qu, Shuanglin
Cramer, Christopher J.
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (02): : 1195 - 1204
[40] Stereoselective Synthesis of Tetrasubstituted Alkenes via a Cp*CoIII-Catalyzed C-H Alkenylation/Directing Group Migration Sequence
Ikemoto, Hideya
Tanaka, Ryo
Sakata, Ken
Kanai, Motomu
Yoshino, Tatsuhiko
Matsunaga, Shigeki
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (25) : 7156 - 7160

← 1 2 3 4 5 →