Recent Advances in the Synthesis of Indole and Quinoline Derivatives through Cascade Reactions

被引:290
作者
Barluenga, Jose [1 ]
Rodriguez, Felix [1 ]
Fananas, Francisco J. [1 ]
机构
[1] Univ Oviedo, CSIC, Inst Univ Quim Organomet Enr Moles, Unidad Asociada, E-33006 Oviedo, Spain
关键词
domino reactions; heterocycles; indoles; quinolines; synthetic methods; ONE-POT SYNTHESIS; PALLADIUM-CATALYZED AMINATION; EFFICIENT SYNTHESIS; TERMINAL ALKYNES; HIGHLY EFFICIENT; FACILE SYNTHESIS; RECENT PROGRESS; DOMINO REACTION; ARYL; CYCLIZATION;
D O I
10.1002/asia.200900018
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Indoles and quinoline are ubiquitous structural motif's in many natural products and biologically active pharmaceuticals. The pursuit of synthetic efficiency has stimulated the design and development of new synthetic strategies to construct these heterocycles. One of the most effective ways of achieving efficiency is to implement reaction cascades, enabling multiple bond-forming and bond-cleaving events to occur in a single synthetic operation, thus circumventing, the waste associated with traditional stepwise synthesis. In general, cascade reactions offer the opportunity to access highly functionalized final product,, from simple starting materials. For all these reasons, it is not a surprise that most of the recently reported methods for the synthesis of indoles and quinolines are based oil the use of cascade reactions. In this Focus Review we discuss some of the most representative and interesting recent reports on the synthesis of indoles and quinolines through cascade reactions.
引用
收藏
页码:1036 / 1048
页数:13
相关论文
共 94 条
[1]   General and efficient indole syntheses based on catalytic amination reactions [J].
Ackermann, L .
ORGANIC LETTERS, 2005, 7 (03) :439-442
[2]  
Alex K., 2008, Angew. Chem, V120, P2337
[3]   Zinc-promoted hydrohydrazination of terminal alkynes: An efficient domino synthesis of indoles [J].
Alex, Karolin ;
Tillack, Annegret ;
Schwarz, Nicolle ;
Beller, Matthias .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (12) :2304-2307
[4]   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
[5]   A simple, two-step synthesis of 3-iodoindoles [J].
Amjad, M ;
Knight, DW .
TETRAHEDRON LETTERS, 2004, 45 (03) :539-541
[6]  
[Anonymous], ANGELS CHEM
[7]  
[Anonymous], 2001, NEW CHEM
[8]  
[Anonymous], ANGEW CHEM
[9]  
[Anonymous], ANGEW CHEM
[10]  
[Anonymous], 2008, ANGEW CHEM