Sterically controlled C-H alkenylation of pyrroles and thiophenes

被引：13

作者：

Kang, Eunsu ^{[1
]}

Jeon, Ju Eun ^{[1
]}

Jeong, Siyeon ^{[1
]}

Kim, Hyun Tae ^{[1
]}

Joo, Jung Min ^{[1
]}

机构：

[1] Pusan Natl Univ, Inst Funct Mat, Dept Chem & Chem, Busan 46241, South Korea

来源：

CHEMICAL COMMUNICATIONS | 2021年 / 57卷 / 89期

基金：

新加坡国家研究基金会;

关键词：

BOND FUNCTIONALIZATION; LIGAND; ANNULATION;

D O I：

10.1039/d1cc04378a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Pd-catalyzed C-H alkenylations targeting the least hindered position of N-alkyl pyrroles and 3-substituted thiophenes, as opposed to electronically controlled approaches, are developed. The steric demand and stable bidentate binding mode of the pyrazolonaphthyridine ligand are key to the success of these sterically controlled alkenylations using oxygen as an oxidant.

引用

页码：11791 / 11794

页数：4

共 50 条

[31] C-H Alkenylation of Azoles with Enols and Esters by Nickel Catalysis
Meng, Lingkui
Kamada, Yuko
Muto, Kei
Yamaguchi, Junichiro
Itami, Kenichiro
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (38) : 10048 - 10051
[32] Transient directing ligand- and solvent-controlled C-H/C-H cross-coupling/quaternization cyclization/dequaternization of benzaldehydes with thiophenes
Sun, Denan
Du, Jiping
Fang, Hao
Lan, Jingbo
Wu, Di
You, Jingsong
CHEMICAL COMMUNICATIONS, 2019, 55 (52) : 7518 - 7521
[33] A New Direction in C-H Alkenylation: Silanol as a Helping Hand
Mewald, Marius
Schiffner, Julia A.
Oestreich, Martin
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (08) : 1763 - 1765
[34] DFT Case Study on the Comparison of Ruthenium-Catalyzed C-H Allylation, C-H Alkenylation, and Hydroarylation
Zhang, Lei
Wang, Ling-Ling
Fang, De-Cai
ACS OMEGA, 2022, 7 (07): : 6133 - 6141
[35] C-H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C-H activation
Muto, Kei
Hatakeyama, Taito
Yamaguchi, Junichiro
Itami, Kenichiro
CHEMICAL SCIENCE, 2015, 6 (12) : 6792 - 6798
[36] Catalytic C-H and C-S Bond Activation of Thiophenes
Li, Jing
Huang, Huanan
Liang, Weihong
Gao, Qun
Duan, Zheng
ORGANIC LETTERS, 2013, 15 (02) : 282 - 285
[37] Palladium-catalyzed intermolecular alkenylation of indoles by solvent-controlled regioselective C-H functionalization
Grimster, NP
Gauntlett, C
Godfrey, CRA
Gaunt, MJ
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (20) : 3125 - 3129
[38] Synthesis of aromatic ruthenabenzothiophenes via C-H activation of thiophenes
Zhuo, Qingde
Chen, Zhiyong
Yang, Yuhui
Zhou, Xiaoxi
Han, Feifei
Zhu, Jun
Zhang, Hong
Xia, Haiping
DALTON TRANSACTIONS, 2016, 45 (03) : 913 - 917
[39] Palladium-catalyzed oxidative C-H/C-H cross-coupling of benzothiazoles with thiophenes and thiazoles
Chen, Xuxing
Huang, Xiaojing
He, Qian
Xie, Yuyuan
Yang, Chunhao
CHEMICAL COMMUNICATIONS, 2014, 50 (30) : 3996 - 3999
[40] Palladium-catalyzed C-H Alkenylation of C-Aryl Nitrones
Hasegawa, Megumi F. G.
Nomoto, Arisa
Suga, Takuya
Soeta, Takahiro
Ukaji, Yutaka
CHEMISTRY LETTERS, 2017, 46 (01) : 45 - 47

← 1 2 3 4 5 →