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

[1] Clay (Montmorillonite K10) Catalysis of the Michael Addition of α,β-Unsaturated Carbonyl Compounds to Indoles: The Beneficial Role of AlcoholsDurch Montmorillonit-K10 katalysierte Michael-Addition von α,β-ungesättigten Carbonylverbindungen an Indole: Zur unterstützenden Wirkung von Alkoholen
Jacques H. Poupaert
Jacques Bukuru
Andrea Gozzo
Monatshefte für Chemie / Chemical Monthly, 1999, 130 (7) : 929 - 932
[2] Dry reaction of indoles with carbonyl compounds on montmorillonite K10 clay: a mild, expedient synthesis of diindolylalkanes and vibrindole A
Chakrabarty, M
Ghosh, N
Basak, R
Harigaya, Y
TETRAHEDRON LETTERS, 2002, 43 (22) : 4075 - 4078
[3] Electrophilic substitution reactions of indole alkaloids with α,β-unsaturated carbonyl compounds in the presence of K10 montmorillonite
Sarioez, O.
Abdullah, M. I.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (06) : 879 - 882
[4] Electrophilic substitution reactions of indole alkaloids with α,β-unsaturated carbonyl compounds in the presence of K10 montmorillonite
Ö. Sariöz
M. I. Abdullah
Russian Journal of Organic Chemistry, 2006, 42 : 879 - 882
[5] Oxidation of benzylic alcohols to carbonyl compounds with hydrogen peroxide catalysed by manganeses chloride supported on montmorillonite K10
Hashemi, MM
Khalili, B
Eftekhari-sis, B
JOURNAL OF CHEMICAL RESEARCH-S, 2005, (08): : 484 - 485
[6] Oxidation of alcohols and primary aliphatic amines to carbonyl compounds using sodium hypochlorite adsorbed on montmorillonite K10
Hashemi, MM
Beni, YA
JOURNAL OF CHEMICAL RESEARCH, 2000, (05) : 224 - 225
[7] Montmorillonite K10 clay-catalyzed addition and cyclization reactions of aldehydes
Dintzner, Matthew R.
Little, Andrew J.
Pacilli, Massimo
Pileggi, Dominic J.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
[8] Deprotection of 1,3-oxathiolanes to carbonyl compounds with montmorillonite K10
Chauhan, SMS
Kumar, A
Sahoo, BB
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (10): : 2635 - 2637
[9] Expeditious reaction of ninhydrin with active methylene compounds on montmorillonite K10 clay
Chakrabarty, Manas
Mukherji, Ajanta
Arima, Shiho
Harigaya, Yoshihiro
Pilet, Guillaume
MONATSHEFTE FUR CHEMIE, 2009, 140 (02): : 189 - 197
[10] Expeditious reaction of ninhydrin with active methylene compounds on montmorillonite K10 clay
Manas Chakrabarty
Ajanta Mukherji
Shiho Arima
Yoshihiro Harigaya
Guillaume Pilet
Monatshefte für Chemie - Chemical Monthly, 2009, 140 : 189 - 197

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