A FACILE SYNTHESIS OF INDOLO[2,3-b]CARBAZOLES FROM THE REACTION OF DI(2-INDOLYL)METHANE AND AROMATIC ALDEHYDES CATALYZED BY OXALIC ACID

被引：0

作者：

Li, Chun ^{[1
]}

Lu, Xunhua ^{[1
]}

Yang, Yuanyong ^{[1
]}

Zhang, Lin ^{[1
]}

机构：

[1] Guizhou Med Univ, Dept Pharm, Guiyang 550004, Guizhou, Peoples R China

来源：

HETEROCYCLES | 2018年 / 96卷 / 08期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.3987/COM-18-13926

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxalic acid catalyzed condensation of di(2-indolyl)methane with aromatic aldehydes has been established. Various indolo[2,3-b]carbazole derivatives were prepared in good isolated yields (up to 94.5%). Compared with literature methods, the present protocol features mild reaction conditions, easily controlled selectivity, good functional group tolerance, and simple operation procedures.

引用

页码：1421 / 1429

页数：9

共 50 条

[31] Microwave-Assisted Cascade Strategy for the Synthesis of Indolo[2,3-b]quinolines from 2-(Phenylethynyl)anilines and Aryl Isothiocynates
Ali, Wajid
Dahiya, Anjali
Pandey, Ramdhari
Alam, Tipu
Patel, Bhisma K.
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (04): : 2089 - 2096
[32] FACILE SYNTHESIS OF 2-SUBSTITUTED INDOLES AND INDOLO[3,2-B] CARBAZOLES FROM 2-(BENZOTRIAZOL-1-YLMETHYL)INDOLE
KATRITZKY, AR
LI, JQ
STEVENS, CV
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (11): : 3401 - 3404
[33] Synthesis and properties of novel aromatic polyamides derived from benzofuro[2,3-B]benzofuran-2,9-dicarboxylic acid and aromatic diamines
Banihashemi, A
Pourabbas, B
EUROPEAN POLYMER JOURNAL, 1998, 34 (12) : 1809 - 1815
[34] Me3SiI-promoted reaction of salicylic aldehydes with ketones: a facile way to construct benzopyranic [2,3-b]ketals and spiroketals
Wang, Feijun
Qu, Mingliang
Lu, Xi
Chen, Feng
Chen, Feng
Shi, Min
CHEMICAL COMMUNICATIONS, 2012, 48 (50) : 6259 - 6261
[35] Sulphanilic Acid Catalyzed Facile One-pot Synthesis of 2,4,5-Triarylimidazoles From Benzil/Benzoin and Aromatic Aldehydes
Mohammed, A. F.
Kokare, N. D.
Sangshetti, J. N.
Shinde, D. B.
JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2007, 51 (05): : 418 - 422
[36] A FACILE SYNTHESIS OF 6-SUBSTITUTED 7-ARYLTHIENO[2,3-b]-PYRAZINES FROM 2-CHLOROPYRAZINE
Kobayashi, Kazuhiro
Suzuki, Teruhiko
HETEROCYCLES, 2012, 85 (02) : 403 - 411
[37] N-Heterocyclic Carbene-Catalyzed [3+3] Annulation of Indoline-2-thiones with Bromoenals: Synthesis of Indolo[2,3-b]dihydrothiopyranones
Yi, Liang
Chen, Kun-Quan
Liang, Zhi-Qin
Sun, De-Qun
Ye, Song
ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (01) : 44 - 48
[38] On the Synthesis of Some 2-Arylhydrazono-3-oxothieno[2,3-b]pyridines by Reaction of Nitrilimines with 2-Mercaptonicotinic Acid
Jalal A. Zahra
Bassam Abu Thaher
Mustafa M. El-Abadelah
Hans-Hartwig Otto
Monatshefte für Chemie / Chemical Monthly, 2005, 136 : 567 - 570
[39] On the synthesis of some 2-arylhydrazono-3-oxothieno[2,3-b]pyridines by reaction of nitrilimines with 2-mercaptonicotinic acid
Zahra, MA
Abu Thaher, B
El-Abadelah, MM
Otto, HH
MONATSHEFTE FUR CHEMIE, 2005, 136 (04): : 567 - 570
[40] Synthesis of solid state fluorescent quino[2,3-b]carbazoles via copper(II) triflate-catalyzed heteroannulation: application to detection of TNT
Prakash, K. S.
Nagarajan, Rajagopal
TETRAHEDRON, 2013, 69 (38) : 8269 - 8275

← 1 2 3 4 5 →