New focused microwave approach to the synthesis of amino-substituted pyrroloisoquinolines and pyrroloquinolines via a sequential multi-component coupling process

被引:21
作者
Hopkin, Mark D. [1 ]
Baxendale, Ian R. [1 ]
Ley, Steven V. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Innovat Technol Ctr ACS, Cambridge CB2 1EW, England
来源
SYNTHESIS-STUTTGART | 2008年 / 11期
关键词
focused microwave irradiation; fused-ring systems; heterocycles; multi-component reactions; pyrroloisoquinolines; solid-supported reagents;
D O I
10.1055/s-2008-1067048
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A multi-component reaction has been developed allowing direct access to pyrroloisoquinolines and pyrroloquinolines with new, electron-rich substitution patterns. The synthesised amino-substituted heterocyclic compounds and intermediates involved in their formation represent novel compounds. Focused microwave irradiation was used extensively to allow simple access to a wide temperature range using low boiling point solvents.
引用
收藏
页码:1688 / 1702
页数:15
相关论文
共 56 条
[1]  
ALVAREZBUILLA J, 1987, J CHEM RES-S, P63
[2]  
[Anonymous], 1984, Comprehensive Heterocyclic Chemistry, II
[3]   RULES FOR RING-CLOSURE [J].
BALDWIN, JE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) :734-736
[4]   Formation of 4-aminopyrimidines via the trimerization of nitriles using focused microwave heating [J].
Baxendale, IR ;
Ley, SV .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2005, 7 (03) :483-489
[5]   The rapid preparation of 2-aminosulfonamide-1,3,4-oxadiazoles using polymer-supported reagents and microwave heating [J].
Baxendale, IR ;
Ley, SV ;
Martinelli, M .
TETRAHEDRON, 2005, 61 (22) :5323-5349
[6]  
Baxendale IR, 2003, HETEROCYCLES, V60, P2707
[7]  
Baxendale IR, 2001, SYNLETT, P1482
[8]  
Berthet JC, 2002, EUR J ORG CHEM, V2002, P375, DOI 10.1002/1099-0690(20021)2002:2<375::AID-EJOC375>3.0.CO
[9]  
2-J
[10]   SULFURIZATION OF ISOCYANIDES [J].
BOYER, JH ;
RAMAKRIS.VT .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (09) :1360-+