Indazolones Directed Rh(III)-Catalyzed C-H Amidation of Arenes

被引：5

作者：

Chen, Shao-Yong ^{[1
,2
,3
]}

Zheng, Yi-Chuan ^{[3
]}

Liu, Xu-Ge ^{[4
]}

Song, Jia-Lin ^{[3
]}

Shu, Bing ^{[3
]}

Zheng, Tao ^{[3
]}

Xiao, Lin ^{[3
]}

Zhang, Shang-Shi ^{[3
]}

Cao, Hua ^{[1
,2
]}

机构：

[1] Guangdong Pharmaceut Univ, Sch Chem & Chem Engn, Zhongshan 528458, Peoples R China

[2] Guangdong Pharmaceut Univ, Guangdong Cosmet Engn & Technol Res Ctr, Zhongshan 528458, Peoples R China

[3] Guangdong Pharmaceut Univ, Ctr Drug Res & Dev, Guangzhou 510006, Peoples R China

[4] Henan Univ, Sch Pharm, Kaifeng 475004, Henan, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2022年 / 364卷 / 18期

关键词：

Indazolones; Rh(III)-Catalyzed; C-H activation; Amidation; ACTIVATION; FUNCTIONALIZATION; DERIVATIVES; CINNOLINES; RECEPTOR;

D O I：

10.1002/adsc.202200570

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The Cp*Rh(III)-catalyzed indazolone-directed C-H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen source. This protocol displays mild conditions, broad substrate scope and high functional group compatibility. What' more, the late-stage modifications of structure complicated drugs, such as Gemfibrozil, Oxaprozin, Probenecid and Naproxen, has been demonstrated. Furthermore, preliminary mechanistic investigation and an exploratory reaction mechanism were also proposed.

引用

页码：3302 / 3309

页数：8

共 50 条

[1] Rh(III)-catalyzed directed C-H bond amidation of ferrocenes with isocyanates
Takebayashi, Satoshi
Shizuno, Tsubasa
Otani, Takashi
Shibata, Takanori
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 : 1844 - 1848
[2] Rh(III)-Catalyzed C-H Amidation of Arenes with N-Methoxyamide as an Amidating Reagent
Ju, Guodong
Li, Guobao
Qian, Guanwen
Zhang, Jingyu
Zhao, Yingsheng
ORGANIC LETTERS, 2019, 21 (18) : 7333 - 7336
[3] Rh(III)-Catalyzed C-H Amidation of Indoles with Isocyanates
Jeong, Taejoo
Han, Sangil
Mishra, Neeraj Kumar
Sharma, Satyasheel
Lee, Seok-Yong
Oh, Joa Sub
Kwak, Jong Hwan
Jung, Young Hoon
Kim, In Su
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (14): : 7243 - 7250
[4] Amide-Directed Cobalt(III)-Catalyzed C-H Amidation of Ferrocenes
Huang, Dan-Ying
Yao, Qi-Jun
Zhang, Shuo
Xu, Xue-Tao
Zhang, Kun
Shi, Bing-Feng
ORGANIC LETTERS, 2019, 21 (04) : 951 - 954
[5] Rh(III)-Catalyzed C-H Functionalization/Annulation of 1-Arylindazolones: Divergent Synthesis of Fused Indazolones and Allyl Indazolones
Shu, Bing
Song, Jia-Lin
Chen, Shao-Yong
Zheng, Yi-Chuan
Zhang, Shang-Shi
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (06): : 3499 - 3508
[6] Rh(III)-Catalyzed C-H Alkylation of Arenes Using Alkylboron Reagents
Wang, He
Yu, Songjie
Qi, Zisong
Li, Xingwei
ORGANIC LETTERS, 2015, 17 (11) : 2812 - 2815
[7] Rh(III)- and Ir(III)-Catalyzed C-H Alkynylation of Arenes under Chelation Assistance
Xie, Fang
Qi, Zisong
Yu, Songjie
Li, Xingwei
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (12) : 4780 - 4787
[8] Co(III)-Catalyzed Enaminone-Directed C-H Amidation for Quinolone Synthesis
Shi, Pengfei
Wang, Lili
Chen, Kehao
Wang, Jie
Zhu, Jin
ORGANIC LETTERS, 2017, 19 (09) : 2418 - 2421
[9] Sulfoxonium Ylides as a Carbene Precursor in Rh(III)-Catalyzed C-H Acylmethylation of Arenes
Xu, Youwei
Zhou, Xukai
Zheng, Guangfan
Li, Xingwei
ORGANIC LETTERS, 2017, 19 (19) : 5256 - 5259
[10] Rh-catalyzed sulfonic acid group directed ortho C-H olefination of arenes
Dong, Yi
Liu, Gang
CHEMICAL COMMUNICATIONS, 2013, 49 (73) : 8066 - 8068

← 1 2 3 4 5 →