CAN and iodine-catalyzed reaction of indole or 1-methylindole with α,β-unsaturated ketone or aldehyde

被引：69

作者：

Ko, SK ^{[1
]}

Lin, CC ^{[1
]}

Tu, ZJ ^{[1
]}

Wang, YF ^{[1
]}

Wang, CC ^{[1
]}

Yao, CF ^{[1
]}

机构：

[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 04期

关键词：

catalyzed; CAN; indole; iodine; trisindolylalkane;

D O I：

10.1016/j.tetlet.2005.11.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

CAN (cerium ammonium nitrate) and iodine can catalyze the reactions of indole or 1-methylindole with alpha,beta-unsaturated ketone or aldehyde in DMSO/H2O (5:1) or ether solution at room temperature to obtain moderate to high yields of different products. (c) 2005 Published by Elsevier Ltd.

引用

收藏

页码：487 / 492

页数：6

相关论文

共 59 条

[31] Facile synthesis of bis(indolyl)methanes using catalytic amount of iodine at room temperature under solvent-free conditions [J].

Ji, SJ ;

Wang, SY ;

Zhang, Y ;

Loh, TP .

TETRAHEDRON, 2004, 60 (09) :2051-2055

[32] Preparation of bisindolylalkanes from N-tert-butanesulfinyl aldimines [J].

Ke, BW ;

Qin, Y ;

He, QF ;

Huang, ZY ;

Wang, FP .

TETRAHEDRON LETTERS, 2005, 46 (10) :1751-1753

[33] Unusual iodine catalyzed lactonization of gamma-methyl-gamma,delta-pentenoic acids: A facile synthesis of gamma,gamma-dimethyl-gamma-butyrolactones [J].

Kim, KM ;

Ryu, EK .

TETRAHEDRON LETTERS, 1996, 37 (09) :1441-1444

[34] Molecular iodine-catalyzed one-pot synthesis of 4-substituted-1,4-dihydropyridine derivatives via Hantzsch reaction [J].

Ko, S ;

Sastry, MNV ;

Lin, CC ;

Yao, CF .

TETRAHEDRON LETTERS, 2005, 46 (34) :5771-5774

[35] 1-dodecyloxy-4-perfluoroalkyl benzene as a novel efficient additive in aldol reactions and Friedel-Crafts alkylation in supercritical carbon dioxide [J].

Komoto, I ;

Kobayashi, S .

ORGANIC LETTERS, 2002, 4 (07) :1115-1118

[36] NICKEL BORIDE HYDRAZINE HYDRATE - REDUCTION OF AROMATIC AND ALIPHATIC NITROCOMPOUNDS - SYNTHESIS OF 4-(BENZYLOXY)INDOLE AND ALPHA-ALKYLTRYPTAMINES [J].

LLOYD, DH ;

NICHOLS, DE .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (22) :4294-4295

[37] Dy(OTf)3 in ionic liquid:: an efficient catalytic system for reactions of indole with aldehydes/ketones or imines [J].

Mi, XL ;

Luo, SZ ;

He, JQ ;

Cheng, JP .

TETRAHEDRON LETTERS, 2004, 45 (23) :4567-4570

[38] Molecular iodine: a powerful catalyst for the easy and efficient synthesis of quinoxalines [J].

More, SV ;

Sastry, MNV ;

Wang, CC ;

Yao, CF .

TETRAHEDRON LETTERS, 2005, 46 (37) :6345-6348

[39] Carbon-heteroatom bond-forming reactions mediated by cerium(IV) ammonium nitrate: An overview [J].

Nair, V ;

Panicker, SB ;

Nair, LG ;

George, TG ;

Augustine, A .

SYNLETT, 2003, (02) :156-165

[40] THE REACTION OF NITROOLEFINS WITH INDOLE [J].

NOLAND, WE ;

CHRISTENSEN, GM ;

SAUER, GL ;

DUTTON, GGS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (02) :456-457

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