Rh(III)-Catalyzed C6-Selective C-H 3-Oxoalkylation of 2-Pyridones with Allylic Alcohols

被引：4

作者：

Shan, Yujia ^{[1
]}

Huang, Gao ^{[1
]}

Yu, Jin-Tao ^{[1
]}

Pan, Changduo ^{[2
]}

机构：

[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China

[2] Jiangsu Univ Technol, Sch Chem & Environm Engn, Changzhou 213001, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 11卷 / 08期

基金：

中国国家自然科学基金;

关键词：

rhodium; C-H activation; oxoalkylation; 2-pyridone; ketone; C3-SELECTIVE DIRECT ALKYLATION; OXIDATIVE ALKYLATION; DIRECTING GROUP; HECK REACTION; DIRECT ACCESS; ARYLATION; PYRIDONES; FUNCTIONALIZATION; (HETERO)ARENES; HETEROCYCLES;

D O I：

10.1002/ajoc.202200097

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium(III)-catalyzed C6-selective C-H 3-oxoalkylation of 2-pyridones was developed with commercially available allylic alcohols as the 3-oxoalkyl sources. In this reaction, the excellent site selectivity was controlled by the 2-pyridyl directing group on the nitrogen of the pyridone ring. This reaction features good functional group tolerance and the generation of 6-(3-oxoalkyl) pyridones in moderate to good yields.

引用

页数：4

共 50 条

[21] Rh(III)-Catalyzed C-H Activation-Initiated Directed Cyclopropanation of Allylic Alcohols
Phipps, Erik J. T.
Rovis, Tomislav
Journal of the American Chemical Society, 2019,
[22] Ruthenium(II)-Catalyzed Remote C-H Sulfonylation of 2-Pyridones
Yang, Fengqi
Zhou, Pengfei
Huang, Zeng
Liao, Junqiu
Huang, Guan
Liang, Taoyuan
Zhang, Zhuan
ORGANIC LETTERS, 2023, 25 (31) : 5779 - 5783
[23] Rhodium(III)-Catalyzed Regioselective C-H Annulation and Alkenylation of 2-Pyridones with Terminal Alkynes
Li, Jiajie
Xu, Xin
Luo, Zhenli
Yao, Zhen
Yang, Ji
Zhang, Xin
Xu, Lijin
Wang, Peng
Shi, Qian
ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (07) : 1264 - 1270
[24] Manganese Catalyzed Site-Selective Hydroxymethylation to 2-Pyridones and Isoquinolones via C-H Activation
Rastogi, Anushka
Kumar, Mohit
Gangwar, Manoj Kumar
Koley, Dipankar
ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (18) : 3815 - 3821
[25] Manganese(I)-Catalyzed Site-Selective C6-Alkenylation of 2-Pyridones Using Alkynes via C-H Activation
Wan, Shanhong
Luo, Zhenli
Xu, Xin
Yu, Haiyang
Li, Jiajie
Pan, Yixiao
Zhang, Xin
Xu, Lijin
Cao, Rui
ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (10) : 2586 - 2593
[26] Rhodium-Catalyzed C4-Selective C-H Alkenylation of 2-Pyridones by Traceless Directing Group Strategy
Hazra, Sunit
Hirano, Koji
Miura, Masahiro
ORGANIC LETTERS, 2021, 23 (04) : 1388 - 1393
[27] Rh(I)-Catalyzed Direct C6-H Arylation of 2-Pyridones with Aryl Carboxylic Acids
Zhao, Haoqiang
Xu, Jianbin
Xu, Xin
Pan, Yixiao
Yu, Zexin
Xu, Lijin
Fan, Qinghua
Walsh, Patrick J.
ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (16) : 3995 - 4001
[28] Ruthenium-catalyzed site-selective C-H arylation of 2-pyridones and 1-isoquinolinones
Kumar, K. Anil
Kannaboina, Prakash
Das, Parthasarathi
ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (26) : 5457 - 5461
[29] Copper-Mediated C6-Selective Dehydrogenative Heteroarylation of 2-Pyridones with 1,3-Azoles
Odani, Riko
Hirano, Koji
Satoh, Tetsuya
Miura, Masahiro
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (40) : 10784 - 10788
[30] Rh(<sc>iii</sc>)-catalyzed selective C2 C-H acyloxylation of indoles
Fang, Chaoying
Li, Li
Yang, Haitao
Kong, Caiyang
Zhang, Jitan
Xie, Meihua
Wu, Jiaping
CHEMICAL COMMUNICATIONS, 2023, 60 (02) : 216 - 219

← 1 2 3 4 5 →