Clay (Montmorillonite K10) catalysis of the Michael addition of α,β-unsaturated carbonyl compounds to indoles:: The beneficial role of alcohols

被引：0

作者：

Poupaert, JH ^{[1
]}

Bukuru, J ^{[1
]}

Gozzo, A ^{[1
]}

机构：

[1] Univ Catholique Louvain, Fac Med, Sch Pharm, B-1200 Brussels, Belgium

来源：

MONATSHEFTE FUR CHEMIE | 1999年 / 130卷 / 07期

关键词：

Michael addition; indole; Montmorillonite K10; alcohol;

D O I：

10.1007/PL00010274

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Michael addition of methylvinylketone to indole can be performed under smooth conditions by running the reaction in the presence of an acidic clay catalyst (K10 Montmorillonite) and an aliphatic alcohol such as ethanol or 2-propanol. Presence of an alcohol along with a polar solvent (nitromethane) in the reaction medium considerably improves the reaction.

引用

页码：929 / 932

页数：4

共 31 条

[21] CLAY MONTMORILLONITE - AN EFFICIENT, HETEROGENEOUS CATALYST FOR MICHAEL REACTIONS OF SILYL KETENE ACETALS AND SILYL ENOL ETHERS WITH ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
KAWAI, M
ONAKA, M
IZUMI, Y
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (06) : 2157 - 2164
[22] K2CO3-Promoted oxy-Michael Addition/Cyclization of a,β-Unsaturated Carbonyl Compounds with Naphthols: Synthesis of Naphthopyrans
Li, Shan-Shan
Zhao, Li-Li
Pan, Min
Feng, Na
Peng, Jin-Bao
Ma, Ai-Jun
MOLECULES, 2023, 28 (14):
[23] Montmorillonite K10 clay catalyzed mild, clean, solvent free one-pot protection-isomerisation of the Baylis-Hillman adducts with alcohols
Shanmugam, P
Rajasingh, P
CHEMISTRY LETTERS, 2002, (12) : 1212 - 1213
[24] Montmorillonite clay catalysis. Part 10. K-10 and KSF-catalysed acylation of alcohols, phenols, thiols and amines: scope and limitation
Li, TS
Li, AX
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (12): : 1913 - 1917
[25] Cascade Michael Addition/Cycloketalization of Cyclic 1,3-Dicarbonyl Compounds: Important Role of the Tethered Alcohol of α,β-Unsaturated Carbonyl Compounds on Reaction Rate and Regioselectivity
Yao, Hongliang
Song, Liyan
Liu, Yuan
Tong, Rongbiao
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (18): : 8774 - 8785
[26] Synthesis of pyrimido [4, 5-b] indoles using heteropoly-11-molybdo-1-vanadophosphoric acid supported on montmorillonite K10 clay as catalyst: A Green Approach
Kumaresan, M.
Selvakumar, K.
Sami, P.
MATERIALS TODAY-PROCEEDINGS, 2017, 4 (13) : 12437 - 12447
[27] ZrOCl2•8H2O on montmorillonite K10 accelerated conjugate addition of amines to α,β-unsaturated alkenes under solvent-free conditions
Hashemi, MM
Eftekhari-Sis, B
Abdollahifar, A
Khalili, B
TETRAHEDRON, 2006, 62 (04) : 672 - 677
[28] Ammonium chlorochromate adsorbed on montmorillonite K-10: A new reagent for the oxidation of alcohols to the corresponding carbonyl compounds under non-aqueous conditions
Heravi, MM
Kiakojoori, R
Tabar-Hydar, K
MONATSHEFTE FUR CHEMIE, 1999, 130 (04): : 581 - 583
[29] Ordered organo-inorganic hybrid mesoporous solid acid catalysts (Zr-TMS-TFA) for Michael addition of indoles with α,β-unsaturated carbonyl compounds under environmentally benign solvent free conditions
Kalita, Pranjal
Kumar, Rajiv
MICROPOROUS AND MESOPOROUS MATERIALS, 2012, 164 : 232 - 238
[30] DIASTEREOSELECTIVE 3-CENTER MICHAEL ADDITION OF BETA-KETOESTERS TO PROSTEREOGENIC ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS CATALYZED BY K2CO3 OR CS2CO3
OUVRARD, N
RODRIGUEZ, J
SANTELLI, M
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1992, 31 (12) : 1651 - 1653

← 1 2 3 4 →