Sonogashira cross-couplings using biocompatible conditions in water

被引:57
作者
Dibowski, H [1 ]
Schmidtchen, FP [1 ]
机构
[1] Tech Univ Munich, Inst Organ Chem & Biochem, D-85747 Garching, Germany
关键词
D O I
10.1016/S0040-4039(97)10674-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Pd-catalysed C-C bond formation between water soluble iodoarenes and terminal alkynes is promoted by cationic guanidinophosphines. New quantitative cross-couplings were obtained in aqueous solution at 35 degrees C within minutes even in the presence of a protein. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:525 / 528
页数:4
相关论文
共 16 条
[1]   Catalytic coupling of terminal acetylenes with iodoarenes and diaryliodonium salts in water [J].
Bumagin, NA ;
Sukhomlinova, LI ;
Luzikova, EV ;
Tolstaya, TP ;
Beletskaya, IP .
TETRAHEDRON LETTERS, 1996, 37 (06) :897-900
[2]   PALLADIUM-CATALYZED ALKYLATIONS IN AQUEOUS-MEDIA [J].
CASALNUOVO, AL ;
CALABRESE, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4324-4330
[3]   Industrial aspects of aqueous catalysis [J].
Cornils, B ;
Herrmann, WA ;
Eckl, RW .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 116 (1-2) :27-33
[4]   Preparation of biological labels with acetylenic linker arms [J].
Crisp, GT ;
Gore, J .
TETRAHEDRON, 1997, 53 (04) :1505-1522
[5]   Palladium-catalysed attachment of labels with acetylenic linker arms to biological molecules [J].
Crisp, GT ;
Gore, J .
TETRAHEDRON, 1997, 53 (04) :1523-1544
[6]   PALLADIUM-CATALYZED COUPLING OF TERMINAL ALKYNES WITH 5-(TRIFLUOROMETHANESULFONYLOXY)PYRIMIDINE NUCLEOSIDES [J].
CRISP, GT ;
FLYNN, BL .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6614-6619
[7]   SYNTHESIS AND INVESTIGATION OF PHOSPHINE-LIGANDS CONTAINING CATIONIC GUANIDINO FUNCTIONS IN AQUEOUS HECK REACTIONS [J].
DIBOWSKI, H ;
SCHMIDTCHEN, FP .
TETRAHEDRON, 1995, 51 (08) :2325-2330
[8]   Water soluble cationic phosphine ligands containing m-guanidinium phenyl moieties. Syntheses and applications in aqueous Heck type reactions [J].
Hessler, A ;
Stelzer, O ;
Dibowski, H ;
Worm, K ;
Schmidtchen, FP .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (08) :2362-2369
[9]   Recent developments in aqueous organometallic chemistry and catalysis [J].
Joo, F ;
Katho, A .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 116 (1-2) :3-26
[10]  
KISHORE NS, 1991, J BIOL CHEM, V266, P8835