Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl)methanes under mild conditions

被引：397

作者：

Bandgar, BP ^{[1
]}

Shaikh, KA ^{[1
]}

机构：

[1] Swami Ramanand Teerth Marathwada Univ, Sch Chem Sci, Organ Chem Res Lab, Vishnupuri 431606, Nanded, India

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 09期

关键词：

iodine; bis(indolyl)methanes; aldehydes and ketones; indoles; electrophilic substitution reactions;

D O I：

10.1016/S0040-4039(03)00032-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly rapid and efficient electrophilic substitution reactions of indoles with various aldehydes and ketones were carried out using I-2 in CH3CN to afford the corresponding bis(indolyl)methanes in excellent yields. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1959 / 1961

页数：3

共 29 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] LEWIS ACID-INDUCED ELECTROPHILIC SUBSTITUTION OF INDOLE .3.
BANERJI, J
CHATTERJEE, A
MANNA, S
PASCARD, C
PRANGE, T
SHOOLERY, JN
[J]. HETEROCYCLES, 1981, 15 (01) : 325 - 336
[3] Samarium-induced iodine-catalyzed reduction of imines: synthesis of amine derivatives
Banik, BK
Zegrocka, O
Banik, I
Hackfeld, L
Becker, FF
[J]. TETRAHEDRON LETTERS, 1999, 40 (37) : 6731 - 6734
[4] Banik BK, 2000, J CHEM RES-S, P321
[5] A facile reduction of aromatic nitro compounds to aromatic amines by samarium and iodine
Banik, BK
Mukhopadhyay, C
Venkatraman, MS
Becker, FF
[J]. TETRAHEDRON LETTERS, 1998, 39 (40) : 7243 - 7246
[6] Basu MK, 2002, SYNLETT, P319
[7] 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
[8] 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
[9] LEWIS-ACID-INDUCED ELECTROPHILIC SUBSTITUTION IN INDOLES WITH ACETONE .2.
CHATTERJEE, A
MANNA, S
BANERJI, J
PASCARD, C
PRANGE, T
SHOOLERY, JN
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (02): : 553 - 555
[10] Lewis acid-catalyzed reactions in protic media. Lanthanide-catalyzed reactions of indoles with aldehydes or ketones
Chen, DP
Yu, LB
Wang, PG
[J]. TETRAHEDRON LETTERS, 1996, 37 (26) : 4467 - 4470

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