Iron(II) Triflate as a Catalyst for the Synthesis of Indoles by Intramolecular C-H Amination

被引:136
作者
Bonnamour, Julien [1 ]
Bolm, Carsten [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
关键词
CROSS-COUPLING REACTIONS; AZIRIDINATION REACTIONS; ORGANIC-SYNTHESIS; METAL-COMPLEXES; ARYL AZIDES; SULFIDES; SULFOXIDES; AZIDOACRYLATES; REARRANGEMENT; 2H-AZIRINES;
D O I
10.1021/ol2004066
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical iron-catalyzed intramolecular C-H amination reaction and its application in the synthesis of indole derivatives are presented. As a catalyst, commercially available iron(II) triflate is used.
引用
收藏
页码:2012 / 2014
页数:3
相关论文
共 53 条
[1]   Iron(II)-catalyzed sulfimidation and [2,3]-sigmatropic rearrangement of propargyl Sulfides with tert-butoxycarbonyl azide.: Access to N-allenylsulfenimides [J].
Bacci, JP ;
Greenman, KL ;
Van Vranken, DL .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (12) :4955-4958
[2]   Fe(II)-catalyzed imidation of allyl sulfides and subsequent [2,3]-sigmatropic rearrangement.: Preparation of α-branched N-tert-butyloxycarbonyl (Boc)-protected N-Allylamines [J].
Bach, T ;
Körber, C .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (08) :2358-2367
[3]  
Bach T, 2001, CHEM-EUR J, V7, P2581, DOI 10.1002/1521-3765(20010618)7:12<2581::AID-CHEM25810>3.0.CO
[4]  
2-O
[5]   Iron(II)-mediated nitrene transfer from t-butyloxycarbonyl azide (BocN3) to sulfoxides, sulfides, and ketene acetals [J].
Bach, T ;
Körber, C .
TETRAHEDRON LETTERS, 1998, 39 (28) :5015-5016
[6]   Iron(II)-catalyzed intramolecular aminochlorination of alkenes [J].
Bach, T ;
Schlummer, B ;
Harms, K .
CHEMICAL COMMUNICATIONS, 2000, (04) :287-288
[7]   Catalytic Functionalization of Indoles in a New Dimension [J].
Bandini, Marco ;
Eichholzer, Astrid .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (51) :9608-9644
[8]   Recent Advances in Iron Catalysis in Organic Synthesis [J].
Bauer, Eike B. .
CURRENT ORGANIC CHEMISTRY, 2008, 12 (16) :1341-1369
[9]   Iron-catalyzed reactions in organic synthesis [J].
Bolm, C ;
Legros, J ;
Le Paih, J ;
Zani, L .
CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254
[10]   A new iron age [J].
Bolm, Carsten .
NATURE CHEMISTRY, 2009, 1 (05) :420-420