Palladium-catalyzed direct C-H allylation of indoles derivatives with allyltrimethylsilanes

被引：0

作者：

Wang, Lun ^{[1
]}

He, Yuanhao ^{[2
]}

Li, Zhi ^{[1
]}

Zhang, Linchun ^{[2
]}

Fan, Baoming ^{[1
,2
]}

Zhao, Fen ^{[1
]}

Chen, Minghong ^{[1
]}

机构：

[1] Yunnan Minzu Univ, Sch Chem & Environm, Kunming 650504, Yunnan, Peoples R China

[2] Yunnan Minzu Univ, Key Lab Chem Ethn Med Resource, Kunming 650504, Yunnan, Peoples R China

来源：

TETRAHEDRON LETTERS | 2023年 / 129卷

基金：

中国国家自然科学基金;

关键词：

Palladium; -catalyzed; C-H activation; Allylation; Allyltrimethylsilanes; Indoles; ORTHO-ARYLATION; CARBONYL-COMPOUNDS; ALLYLIC ALCOHOLS; BONDS; FUNCTIONALIZATION; ACTIVATION; SILICON; ARYLSILANES; ALKYLATION; REAGENTS;

D O I：

10.1016/j.tetlet.2023.154689

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed cross-coupling reaction between 2-susbtituted indole and allyltrimethylsilanes in the absence of fluoride anion source was studied. The optimal conditions for the reaction were identified after various reaction conditions examined, using Pd(OAc)2 as the catalyst, Cu(OTf)2 as oxidant, and DMSO as solvent, leading to the synthesis of a series of benzindoles bearing allyl group in good to high yields.

引用

页数：4

共 50 条

[1] Palladium-catalyzed direct C-H allylation of arenes without directing groups
Ying, Cheng-Hao
Duan, Wei-Liang
Organic Chemistry Frontiers, 2014, 1 (05): : 546 - 550
[2] Direct carboxamidation of indoles by palladium-catalyzed C-H activation and isocyanide insertion
Peng, Jiangling
Liu, Lanying
Hu, Ziwei
Huang, Jinbo
Zhu, Qiang
CHEMICAL COMMUNICATIONS, 2012, 48 (31) : 3772 - 3774
[3] Palladium-Catalyzed ortho C-H Allylation of Tertiary Anilines
Yuan, Chunchen
Zhang, Wenlong
ORGANIC LETTERS, 2025,
[4] Palladium-Catalyzed Direct C-H Allylation of Electron-Deficient Polyfluoroarenes with Alkynes
Zheng, Jun
Breit, Bernhard
ORGANIC LETTERS, 2018, 20 (07) : 1866 - 1870
[5] Palladium-catalyzed intramolecular C-H acylation of indoles with thioester
Liu, Min
Liu, Yu-Wen
Xu, Hui
Dai, Hui-Xiong
TETRAHEDRON LETTERS, 2019, 60 (39)
[6] Palladium-Catalyzed Direct and Regioselective C-H Bond Functionalization/Oxidative Acetoxylation of Indoles
Choy, Pui Ying
Lau, Chak Po
Kwong, Fuk Yee
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (01): : 80 - 84
[7] Palladium-catalyzed C-H activation of amide derivatives
Daugulis, Olafs
Shabashov, Dmitry
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
[8] Palladium-Catalyzed Direct C-H Arylation of Dicyanobenzenes
Ihanainen, Netta E.
Kumpulainen, Esa T. T.
Koskinen, Ari M. P.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (15) : 3226 - 3229
[9] Palladium-Catalyzed Direct C-H Functionalization of Benzoquinone
Walker, Sarah E.
Jordan-Hore, James A.
Johnson, David G.
Macgregor, Stuart A.
Lee, Ai-Lan
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (50) : 13876 - 13879
[10] Palladium-catalyzed intermolecular C-H amidation of indoles with sulfonyl azides
Ziwei Hu
Shuang Luo
Qiang Zhu
Science China Chemistry, 2015, 58 : 1349 - 1353

← 1 2 3 4 5 →