Potassium hydrogen sulfate-catalyzed reactions of indoles: A mild, expedient synthesis of bis-indolylmethanes

被引：137

作者：

Nagarajan, R ^{[1
]}

Perumal, PT ^{[1
]}

机构：

[1] Cent Leather Res Inst, Div Organ Chem, Madras 600020, Tamil Nadu, India

来源：

CHEMISTRY LETTERS | 2004年 / 33卷 / 03期

关键词：

D O I：

10.1246/cl.2004.288

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Biologically important bis-indolylmethanes and their derivatives were prepared in good yields by the electrophilic substitution of indole with aldehydes catalyzed by potassium hydrogen sulfate.

引用

页码：288 / 289

页数：2

共 21 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] 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

[4]

BIFULCO G, 1994, J NAT PRODUCTS, V57, P1254

[5] Novel clay-mediated, tandem addition-elimination-(Michael) addition reactions of indoles with 3-formylindole: an eco-friendly route to symmetrical and unsymmetrical triindolylmethanes [J].

Chakrabarty, M ;

Sarkar, S .

TETRAHEDRON LETTERS, 2002, 43 (07) :1351-1353

[6]

Chakrabarty M, 2001, HETEROCYCLES, V55, P2431

[7] Dry reaction of indoles with carbonyl compounds on montmorillonite K10 clay: a mild, expedient synthesis of diindolylalkanes and vibrindole A [J].

Chakrabarty, M ;

Ghosh, N ;

Basak, R ;

Harigaya, Y .

TETRAHEDRON LETTERS, 2002, 43 (22) :4075-4078

[8] The reactions of nitrones with indoles [J].

Chalaye-Mauger, H ;

Denis, JN ;

Averbuch-Pouchot, MT ;

Vallée, Y .

TETRAHEDRON, 2000, 56 (05) :791-804

[9] Lewis acid-catalyzed reactions in protic media. Lanthanide-catalyzed reactions of indoles with aldehydes or ketones [J].

Chen, DP ;

Yu, LB ;

Wang, PG .

TETRAHEDRON LETTERS, 1996, 37 (26) :4467-4470

[10] The reaction of nitrones with indoles. Synthesis of asymmetrical diindolylalcanes [J].

Denis, JN ;

Mauger, H ;

Vallee, Y .

TETRAHEDRON LETTERS, 1997, 38 (49) :8515-8518

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