An efficient synthesis of bis(indolyl)methanes catalyzed by recycled acidic ionic liquid

被引：137

作者：

Gu, DG

Ji, SJ ^{[1
]}

Jiang, ZQ

Zhou, MF

Loh, TP

机构：

[1] Suzhou Univ, Coll Chem & Chem Engn, Jiangsu Prov Key Lab Fine Petrochem Technol, Suzhou 215006, Peoples R China

[2] Natl Univ Singapore, Dept Chem, Singapore 11754, Singapore

来源：

SYNLETT | 2005年 / 06期

关键词：

acidic ionic liquids; indoles; carbonyl compounds; bis(indolyl)methanes;

D O I：

10.1055/s-2005-865194

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Green, mild and efficient electrophilic substitution reactions of indoles with various aldehydes were carried out using task-specific ionic liquids to afford the corresponding bis(indolyl)methanes in excellent yields.

引用

页码：959 / 962

页数：4

共 34 条

[1] A convenient method of synthesis of bis-indolylmethanes:: Indium trichloride catalyzed reactions of indole with aldehydes and Schiff's bases. [J].

Babu, G ;

Sridhar, N ;

Perumal, PT .

SYNTHETIC COMMUNICATIONS, 2000, 30 (09) :1609-1614

[2] Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl)methanes under mild conditions [J].

Bandgar, BP ;

Shaikh, KA .

TETRAHEDRON LETTERS, 2003, 44 (09) :1959-1961

[3] LEWIS ACID-INDUCED ELECTROPHILIC SUBSTITUTION OF INDOLE .3. [J].

BANERJI, J ;

CHATTERJEE, A ;

MANNA, S ;

PASCARD, C ;

PRANGE, T ;

SHOOLERY, JN .

HETEROCYCLES, 1981, 15 (01) :325-336

[4] VIBRINDOLE-A, A METABOLITE OF THE MARINE BACTERIUM, VIBRIO-PARAHAEMOLYTICUS, ISOLATED FROM THE TOXIC MUCUS OF THE BOXFISH OSTRACION-CUBICUS [J].

BELL, R ;

CARMELI, S ;

SAR, N .

JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (11) :1587-1590

[5] FURTHER BROMINATED BIS-INDOLE AND TRIS-INDOLE ALKALOIDS FROM THE DEEP-WATER NEW-CALEDONIAN MARINE SPONGE ORINA SP [J].

BIFULCO, G ;

BRUNO, I ;

RICCIO, R ;

LAVAYRE, J ;

BOURDY, G .

JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (08) :1254-1260

[6] LEWIS-ACID-INDUCED ELECTROPHILIC SUBSTITUTION IN INDOLES WITH ACETONE .2. [J].

CHATTERJEE, A ;

MANNA, S ;

BANERJI, J ;

PASCARD, C ;

PRANGE, T ;

SHOOLERY, JN .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (02) :553-555

[7] Novel bronsted acidic ionic liquids and their use as dual solvent-catalysts [J].

Cole, AC ;

Jensen, JL ;

Ntai, I ;

Tran, KLT ;

Weaver, KJ ;

Forbes, DC ;

Davis, JH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :5962-5963

[8] Synthesis of a new zwitterionic cyclopentadienyl-imidazolium compound and isolation of the 3,3′-(trans-3,5-cyclopentenyl)-di(1-tert-butylimidazolium)bromide intermediate [J].

Coleman, KS ;

Turberville, S ;

Pascu, SI ;

Green, MLH .

TETRAHEDRON LETTERS, 2004, 45 (47) :8695-8698

[9] Task-specific ionic liquids [J].

Davis, JH .

CHEMISTRY LETTERS, 2004, 33 (09) :1072-1077

[10] On the noninnocent nature of 1,3-dialkylimidazolium ionic liquids [J].

Dupont, J ;

Spencer, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (40) :5296-5297

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