Microwave-assisted functionalization of bromo-fluorescein and bromorhodamine derivatives

被引:34
作者
Han, JW [1 ]
Castro, JC [1 ]
Burgess, K [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
基金
美国国家卫生研究院;
关键词
fluorescent labels; microwave acceleration of reactions; borylation; Suzuki coupling; Sonogashira coupling;
D O I
10.1016/j.tetlet.2003.10.063
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The overall goal of this project was to develop methodologies that would allow organometallic couplings of fluorescein and rhodamine derivatives. Consequently, borylation, Suzuki, and Sonogashira reactions of fragments derived from compounds 1 and 2 were investigated. Conventional and microwave heating were compared throughout the study. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9359 / 9362
页数:4
相关论文
共 18 条
[1]   Synthesis of probes with broad pH range fluorescence [J].
Adamczyk, M ;
Grote, J .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (14) :2327-2330
[2]  
Appukkuttan P, 2003, SYNLETT, P1204
[3]   Energy transfer cassettes based on BODIPY® dyes [J].
Burghart, A ;
Thoresen, LH ;
Chen, J ;
Burgess, K ;
Bergström, F ;
Johansson, LBÅ .
CHEMICAL COMMUNICATIONS, 2000, (22) :2203-2204
[4]   Rapid homogeneous-phase Sonogashira coupling reactions using controlled microwave heating [J].
Erdélyi, M ;
Gogoll, A .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (12) :4165-4169
[5]   Microwave-assisted synthesis of pinacol boronates from aryl chlorides catalyzed by a palladium/imidazolium salt system [J].
Fürstner, A ;
Seidel, G .
ORGANIC LETTERS, 2002, 4 (04) :541-543
[6]   PALLADIUM(O)-CATALYZED CROSS-COUPLING REACTION OF ALKOXYDIBORON WITH HALOARENES - A DIRECT PROCEDURE FOR ARYLBORONIC ESTERS [J].
ISHIYAMA, T ;
MURATA, M ;
MIYAURA, N .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (23) :7508-7510
[7]   Syntheses of regioisomerically pure 5-or 6-halogenated fluoreseeins [J].
Jiao, GS ;
Han, JW ;
Burgess, K .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (21) :8264-8267
[8]   Microwave-accelerated homogeneous catalysis in organic chemistry [J].
Larhed, M ;
Moberg, C ;
Hallberg, A .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :717-727
[9]  
LEE L, 1989, Patent No. 19308642
[10]  
Li GY, 2001, ANGEW CHEM INT EDIT, V40, P1513, DOI 10.1002/1521-3773(20010417)40:8<1513::AID-ANIE1513>3.0.CO