Cp*Co(III)-catalyzed amidation of olefinic and aryl C-H bonds: highly selective synthesis of enamides and pyrimidones

被引：43

作者：

Liu, Yuan ^{[1
]}

Xie, Fang ^{[2
]}

Jia, Ai-Qun ^{[1
]}

Li, Xingwei ^{[2
]}

机构：

[1] Hainan Univ, Dept Pharm, State Key Lab Marine Resource Utilizat South Chin, Key Lab Trop Biol Resources,Minist Educ, Haikou 570228, Hainan, Peoples R China

[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2018年 / 54卷 / 34期

基金：

中国国家自然科学基金;

关键词：

EFFICIENT SYNTHESIS; ACTIVATION; INHIBITORS; ALKYNES; DIOXAZOLONES; QUINAZOLINES; HETEROCYCLES; COBALT(III); DERIVATIVES; CYCLIZATION;

D O I：

10.1039/c8cc01447g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient and selective synthesis of enamides via C-H amidation of N-methoxy acrylamides with dioxazolones is realized under [Cp*Co-III] catalysis. The resulting enamide can further selectively cyclize to form pyrimidones, which can also act as a directing group for a second C-H amidation. All these three classes of products were selectively delivered under controlled conditions.

引用

页码：4345 / 4348

页数：4

共 50 条

[1] Efficient Synthesis of Quinazolines from Aryl Imidates and N-Alkoxyamide by Ir(III)-Catalyzed C-H Amidation/Cyclization
Fan, Wei-Tai
Huang, Zhibin
Xu, Xu
Tu, Guangliang
Geng, Jingyao
Ji, Shun-Jun
Zhao, Yingsheng
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (29) : 4144 - 4147
[2] Cp∗Co(III)-catalyzed C-H amidation of 2-arylimidazo[1,2-α]pyridines with dioxazolones
Yu, Yongqi
Bai, Jinjin
You, Mengdan
Yu, Jiajia
Li, Wenguang
Xiao, Yuanjiu
Zhang, Shiyu
Xiong, Zhenhua
Tan, Ze
TETRAHEDRON, 2025, 171
[3] Carbamates: A Directing Group for Selective C-H Amidation and Alkylation under Cp*Co(III) Catalysis
Bera, Sourav Sekhar
Maji, Modhu Sudan
ORGANIC LETTERS, 2020, 22 (07) : 2615 - 2620
[4] Cp*Co(III)-Catalyzed γ-Selective C-H Allylation/Hydroamination Cascade for the Synthesis of Dihydroisoquinolines
Choi, Suh Young
Kim, Hyeon Dae
Park, Jong-Un
Park, Sun-a
Kim, Ju Hyun
ORGANIC LETTERS, 2019, 21 (24) : 10038 - 10042
[5] 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
[6] 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
[7] Thiocarbamate-directed Cp*Co(III)-Catalyzed Olefinic C-H Amidation: Facile Access to Enamines with High (Z)-Selectivity
Liang, Ya-Ru
Si, Xiao-Ju
Zhang, He
Yang, Dandan
Niu, Jun-Long
Song, Mao-Ping
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (04) : 694 - 700
[8] Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions
Lee, Jia
Lee, Jeonghyo
Jung, Hoimin
Kim, Dongwook
Park, Juhyeon
Chang, Sukbok
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (28) : 12324 - 12332
[9] Dehydrative Cp*Co(III)-Catalyzed C-H Bond Allenylation
Sen, Malay
Dahiya, Pardeep
Premkumar, J. Richard
Sundararaju, Basker
ORGANIC LETTERS, 2017, 19 (14) : 3699 - 3702
[10] Cp*Co(III)-catalyzed direct functionalization of aromatic C-H bonds with α-diazomalonates
Liu, Xu-Ge
Zhang, Shang-Shi
Wu, Jia-Qiang
Li, Qingjiang
Wang, Honggen
TETRAHEDRON LETTERS, 2015, 56 (27) : 4093 - 4095

← 1 2 3 4 5 →