One-Pot Gold-Catalyzed Synthesis of Azepino[1,2-a]indoles

被引：75
作者：
Cera, Gianpiero [1 ]
Piscitelli, Stefano [1 ]
Chiarucci, Michel [1 ]
Fabrizi, Giancarlo [2 ]
Goggiamani, Antonella [2 ]
Ramon, Ruben S. [3 ]
Nolan, Steven P. [3 ]
Bandini, Marco [1 ]
机构：
[1] Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[2] Dip Chim & Tecnol Farmaco Sapienza Univ Roma, Rome, Italy
[3] Univ St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9AJ, Fife, Scotland
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 39期
基金：
英国工程与自然科学研究理事会;
关键词：
cascade reactions; gold; homogeneous catalysis; indoles; synthetic methods; N-HETEROCYCLIC CARBENES; MULTICOMPONENT PROCESSES; ORGANIC-REACTIONS; INDOLE COMPOUNDS; COMPLEXES; ALKYNES; FUNCTIONALIZATION; HYDROARYLATION; CYCLIZATION; REACTIVITY;
D O I：
10.1002/anie.201205463
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Indoles from scratch: A gold(I)/N-heterocyclic carbene complex (IPr=1,3-di(isopropylphenyl)imidazol-2-ylidene) was found to be particularly effective as a catalyst, enabling the one-pot synthesis of tricyclic azepinoindoles by an unprecedented cascade reaction. Readily available substrates, high chemoselectivity, good yields, and water as the only stoichiometric by-product are some of the main advantages of this method. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：9891 / 9895
页数：5
相关论文
共 86 条
[1]   Gold-catalyzed reactions of 2-alkynyl-phenylamines with α,β-enones [J].
Alfonsi, M ;
Arcadi, A ;
Aschi, M ;
Bianchi, G ;
Marinelli, F .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (06) :2265-2273
[2]  
ANGENOT L, 1975, Tetrahedron Letters, V16, P1357, DOI 10.1016/S0040-4039(00)72141-1
[3]  
[Anonymous], 2010, ANGEW CHEM INT ED, V49, P942
[4]  
[Anonymous], 2009, ANGEW CHEM INT ED, V48, P8247
[5]  
[Anonymous], 2008, Angew. Chem. Int. Ed., V47, P3238, Patent No. 0012510
[6]  
[Anonymous], 2009, ANGEW CHEM INT ED, V48, P5733
[7]  
[Anonymous], 2011, ANGEW CHEM
[8]  
[Anonymous], 2011, ANGEW CHEM INT ED, V50, P8358
[9]  
[Anonymous], 2009, ANGEW CHEM INT ED, V48, P8247
[10]  
[Anonymous], 2010, ANGEW CHEM INT EDIT, DOI [DOI 10.1002/ANGE.20, DOI 10.1002/ANGE.200905341]
123456789