Preparation of bisindolylalkanes from N-tert-butanesulfinyl aldimines

被引：95

作者：

Ke, BW ^{[1
]}

Qin, Y ^{[1
]}

He, QF ^{[1
]}

Huang, ZY ^{[1
]}

Wang, FP ^{[1
]}

机构：

[1] Sichuan Univ, W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 10期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/j.tetlet.2004.12.140

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of bisindolylalkanes were synthesized by nucleophilic addition reactions of indole with N-tert-butanesulfinyl aldimines in good to excellent yields catalyzed by either iodine, potassium hydrogen sulfate and amberlyst. (C) 2005 Elsevier Ltd. All rights reserved.

引用

页码：1751 / 1753

页数：3

共 33 条

[1] A convenient method of synthesis of bis-indolylmethanes:: Indium trichloride catalyzed reactions of indole with aldehydes and Schiff's bases.
Babu, G
Sridhar, N
Perumal, PT
[J]. SYNTHETIC COMMUNICATIONS, 2000, 30 (09) : 1609 - 1614
[2] Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl)methanes under mild conditions
Bandgar, BP
Shaikh, KA
[J]. TETRAHEDRON LETTERS, 2003, 44 (09) : 1959 - 1961
[3] BANERJI A, 1982, INDIAN J CHEM B, V21, P239
[4] BANERJI J, 1983, INDIAN J CHEM B, V22, P27
[5] BANERJI J, 1986, INDIAN J CHEM B, V25, P1204
[6] VIBRINDOLE-A, A METABOLITE OF THE MARINE BACTERIUM, VIBRIO-PARAHAEMOLYTICUS, ISOLATED FROM THE TOXIC MUCUS OF THE BOXFISH OSTRACION-CUBICUS
BELL, R
CARMELI, S
SAR, N
[J]. JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (11): : 1587 - 1590
[7] FURTHER BROMINATED BIS-INDOLE AND TRIS-INDOLE ALKALOIDS FROM THE DEEP-WATER NEW-CALEDONIAN MARINE SPONGE ORINA SP
BIFULCO, G
BRUNO, I
RICCIO, R
LAVAYRE, J
BOURDY, G
[J]. JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (08): : 1254 - 1260
[8] 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
[J]. TETRAHEDRON LETTERS, 2002, 43 (22) : 4075 - 4078
[9] The reaction of nitrones with indoles. Synthesis of asymmetrical diindolylalcanes
Denis, JN
Mauger, H
Vallee, Y
[J]. TETRAHEDRON LETTERS, 1997, 38 (49) : 8515 - 8518
[10] N-tert-Butanesulfinyl imines:: Versatile intermediates for the asymmetric synthesis of amines
Ellman, JA
Owens, TD
Tang, TP
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (11) : 984 - 995

← 1 2 3 4 →