Direct Synthesis of Dihydrobenzo[a]carbazoles via Palladium-Catalyzed Domino Annulation of Indoles

被引：34

作者：

Jafarpour, Farnaz ^{[1
]}

Hazrati, Hamideh ^{[1
]}

机构：

[1] Univ Tehran, Sch Chem, Univ Coll Sci, Tehran 141556455, Iran

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2010年 / 352卷 / 2-3期

基金：

美国国家科学基金会;

关键词：

benzo[a]carbazoles; bromoalkylindoles; domino reactions; one-step synthesis; palladium catalyst; ALKYLATION/DIRECT ARYLATION REACTION; NITROGEN-CONTAINING HETEROCYCLES; THROMBOPOIETIN TPO RECEPTOR; SMALL-MOLECULE AGONISTS; DERIVATIVES; COMPLEXES; SEQUENCE; LIGANDS; CYCLOPALLADATION; BINDING;

D O I：

10.1002/adsc.200900725

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A straightforward one-step synthesis of annulated indoles via palladium-catalyzed, norbornene-mediated sequential intermolecular aryl ortho-alkylation/intramolecular indole c-h activation has been devised. This method provides ail efficient route to a wide variety of substituted 6,1.1-dihydro-5 H-benzo[a]carbazoles from readily accessible 3-bromoalkylindoles and iodoarenes.

引用

页码：363 / 367

页数：5

共 50 条

[41] Palladium-catalyzed synthesis of 9-fluorenylidene derivatives via aryne annulation
Worlikar, Shilpa A.
Larock, Richard C.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
[42] Synthesis of N-Fused Polycyclic Indoles via Ligand-Free Palladium-Catalyzed Annulation/Acyl Migration Reaction
Dong, Zhan
Zhang, Xiao-Wen
Li, Weishuang
Li, Zi-Meng
Wang, Wen-Yan
Zhang, Yan
Liu, Wei
Liu, Wen-Bo
ORGANIC LETTERS, 2019, 21 (04) : 1082 - 1086
[43] Synthesis of dihydrofuroflavonoids via palladium-catalyzed annulation of 1,3-dienes
Rozhkov, RV
Larock, RC
TETRAHEDRON LETTERS, 2004, 45 (05) : 911 - 914
[44] Stereoselective synthesis of 3-alkylideneoxindoles via palladium-catalyzed domino reactions
Yanada, R
Obika, S
Inokuma, T
Yanada, K
Yamashita, M
Ohta, S
Takemoto, Y
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17): : 6972 - 6975
[45] Expeditious Synthesis of Highly Substituted Indolizinones via a Palladium-Catalyzed Domino Sequence
Kim, Ikyon
Kim, Kyungsun
ORGANIC LETTERS, 2010, 12 (11) : 2500 - 2503
[46] Palladium-Catalyzed Domino Synthesis of 2,3-Difunctionalized Indoles via Migratory Insertion of Isocyanides in Batch and Continuous Flow
Chen, Su
Oliva, Monica
Van Meervelt, Luc
Van der Eycken, Erik V.
Sharma, Upendra K.
ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (13) : 3220 - 3226
[47] Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins
Naveen, Kanagaraj
Perumal, Paramasivan Thirumalai
Cho, Deug-Hee
ORGANIC LETTERS, 2019, 21 (11) : 4350 - 4354
[48] Palladium-catalyzed domino processes
Poli, G
Giambastiani, G
SEMINARS IN ORGANIC SYNTHESIS, 1998, : 61 - 90
[49] Palladium-Catalyzed Dual Annulation: A Method for the Synthesis of Norneocryptolepine
Yeh, Li-Hsuan
Wang, Hung-Kai
Pallikonda, Gangaram
Ciou, Yu-Lun
Hsieh, Jen-Chieh
ORGANIC LETTERS, 2019, 21 (06) : 1730 - 1734
[50] A route to annulated indoles via a palladium-catalyzed tandem alkylation/direct arylation reaction
Bressy, C
Alberico, D
Lautens, M
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (38) : 13148 - 13149

← 1 2 3 4 5 →