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

[41] A General Cp*CoIII-Catalyzed Intramolecular C-H Activation Approach for the Efficient Total Syntheses of Aromathecin, Protoberberine, and Tylophora Alkaloids
Lerchen, Andreas
Knecht, Tobias
Koy, Maximilian
Daniliuc, Constantin G.
Glorius, Frank
CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (50) : 12149 - 12152
[42] Copper catalyzed C-N bond formation/C-H activation: synthesis of aryl 4H-3,1-benzoxazin-4-ones
Munusamy, Sathishkumar
Venkatesan, Sathesh
Sathiyanarayanan, Kulathu Iyer
TETRAHEDRON LETTERS, 2015, 56 (01) : 203 - 205
[43] Rhenium-catalyzed C-H and C-C bond activation
Horino, Yoshikazu
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (13) : 2144 - 2146
[44] Rhodium-Catalyzed C-H Bond Functionalization with Amides by Double C-H/C-N Bond Activation
Meng, Guangrong
Szostak, Michal
ORGANIC LETTERS, 2016, 18 (04) : 796 - 799
[45] Synthesis of 7-Amido Indolines by Cp*Co(III)-Catalyzed C-H Bond Amidation
Yan, Qingkai
Huang, Hai
Zhang, He
Li, Meng-Hui
Yang, Dandan
Song, Mao-Ping
Niu, Jun-Long
JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (17): : 11190 - 11199
[46] Achiral Cp*Rh(III)/Chiral Lewis Base Cooperative Catalysis for Enantioselective Cyclization via C-H Activation
Kurihara, Takumaru
Kojima, Masahiro
Yoshino, Tatsuhiko
Matsunaga, Shigeki
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (16) : 7058 - 7065
[47] Recent Development on Cp*Ir(III)-Catalyzed C-H Bond Functionalization
Li, Xianwei
Ouyang, Wensen
Nie, Jianhong
Ji, Shaomin
Chen, Qian
Huo, Yanping
CHEMCATCHEM, 2020, 12 (09) : 2358 - 2384
[48] Rhodium-catalyzed C-H bond activation alkylation and cyclization of 2-arylquinazolin-4-ones
Lou, Minhao
Deng, Zhihong
Mao, Xuechun
Fu, Yang
Yang, Qin
Peng, Yiyuan
ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (11) : 1851 - 1859
[49] A computational study of ethylene C-H bond activation by [Cp*Ir(PR3)]
Smith, KM
Poli, R
Harvey, JN
CHEMISTRY-A EUROPEAN JOURNAL, 2001, 7 (08) : 1679 - 1690
[50] Aluminum and Gallium Hydrazides as Active Lewis Pairs: Cooperative C-H Bond Activation with H-CC-Ph and Pentafluorobenzene
Uhl, Werner
Willeke, Matthias
Hengesbach, Frank
Hepp, Alexander
Layh, Marcus
ORGANOMETALLICS, 2016, 35 (21) : 3701 - 3712

← 1 2 3 4 5 →