Palladium-catalyzed Michael addition of indoles to α,β-unsaturated ketones in an ionic liquid

被引：42

作者：

Li, WJ ^{[1
]}

Lin, XF ^{[1
]}

Wang, J ^{[1
]}

Li, GL ^{[1
]}

Wang, YG ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

来源：

SYNLETT | 2005年 / 13期

关键词：

palladium; indoles; Michael reaction; ionic liquid;

D O I：

10.1055/s-2005-871952

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The PdCl2(CH3CN)(2)-catalyzed Michael addition reaction of indoles with alpha,beta-unsaturated ketones in ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) to afford the corresponding 3-alkylated indoles in good yields is described. The catalyst system PdCl2(CH3CN)(2)/[bmim][BF4] can be recovered and reused.

引用

页码：2003 / 2006

页数：4

共 50 条

[21] Palladium-Catalyzed Preparation of Silyl Enolates from α,β-Unsaturated Ketones or Cyclopropyl Ketones with Hydrosilanes
Sumida, Yuto
Yorimitsu, Hideki
Oshima, Koichiro
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (20): : 7986 - 7989
[22] Polyvinylsulfonic acid as a novel Bronsted acid catalyst for Michael addition of indoles to α,β-unsaturated ketones
Ekbote, Sunil S.
Panda, Anil G.
Bhor, Malhari D.
Bhanage, Bhalchandra M.
CATALYSIS COMMUNICATIONS, 2009, 10 (12) : 1569 - 1573
[23] Highly effective and regioselective Michael addition of indoles to α,β-unsaturated ketones promoted by pentafluorophenylammonium triflate
Khaksar, Samad
Vahdat, Seyed Mohammad
Rezaee, Fatemeh
COMPTES RENDUS CHIMIE, 2013, 16 (02) : 144 - 147
[24] Photochemical Michael Addition of Indoles to α,β-Unsaturated Ketones utilizing Arylazo Sulfones as the Photoacid Generators
Galathri, Eirini M.
Di Terlizzi, Lorenzo
Fagnoni, Maurizio
Protti, Stefano
Kokotos, Christoforos G.
CHEMCATCHEM, 2024, 16 (18)
[25] A New Route to Phenols: Palladium-Catalyzed Cyclization and Oxidation of γ,δ-Unsaturated Ketones
Samadi, Sadaf
Orellana, Arturo
CHEMCATCHEM, 2016, 8 (15) : 2472 - 2475
[26] Selective synthesis of acylated caprolactam via sequential Michael addition/palladium-catalyzed alpha-arylation of ketones
Wu, Xin-Xing
Ye, Hao
Li, Ming
Qian, Jianing
Dai, Hong
Shi, Yujun
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (03) : 560 - 565
[27] Palladium-catalyzed α-arylation of ketones
Journal of the American Chemical Society, 1997, 119 (45):
[28] Palladium-catalyzed dearomative arylphosphorylation of indoles
Weng, Jian-Quan
Xing, Ling-Ling
Hou, Wen-Ren
Liang, Ren-Xiao
Jia, Yi-Xia
ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (10) : 1577 - 1580
[29] Palladium-Catalyzed Carbonylative Dearomatization of Indoles
Wang, Hai
Wu, Xiao-Feng
ORGANIC LETTERS, 2019, 21 (13) : 5264 - 5268
[30] Palladium-catalyzed dearomative arylalkynylation of indoles
Liu, Ren-Rong
Xu, Teng-Fei
Wang, Yong-Gang
Xiang, Bin
Gao, Jian-Rong
Jia, Yi-Xia
CHEMICAL COMMUNICATIONS, 2016, 52 (94) : 13664 - 13667

← 1 2 3 4 5 →