Combining enabling techniques in organic synthesis: solid-phase-assisted catalysis under microwave conditions using a stable Pd(II)-precatalyst

被引:66
作者
Dawood, KM
Kirschning, A
机构
[1] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
[2] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
关键词
Pd(II)-precatalyst; microwave conditions; Suzuki-Miyaura cross-coupling reaction;
D O I
10.1016/j.tet.2005.07.113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic activity of a 2-pyridinealdoxime-based Pd(II)-complex covalently anchored via the oxime moiety to a glass/polymer composite material was evaluated in Suzuki-Miyaura cross-coupling reactions of aryl and heteroaryl halides, including arylchlorides, with aryl and heteroaryl boronic acids both under thermal as well as microwave irradiating conditions in water. The stability and reusability of this Pd-precatalyst is part of the present study. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:12121 / 12130
页数:10
相关论文
共 84 条
[71]   PHOTOCHEMICAL REACTIONS OF CHLOROBENZENE DERIVATIVES IN BENZENE [J].
ROBINSON, GE ;
VERNON, JM .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (20) :3363-&
[72]   Tungsten(0) alkylidene complexes stabilized as pyridinium ylides:: new aspects of their synthesis and reactivity [J].
Rudler, H ;
Durand-Réville, T .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 617 (01) :571-587
[73]   PHOTOCHEMICAL SYNTHESIS OF 3-HETEROARYLPYRIDINES [J].
RYANG, H ;
SAKURAI, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (10) :594-&
[74]   PREPARATION OF PI-DEFICIENT HETEROARYLZINC HALIDES BY OXIDATIVE ADDITION OF ACTIVE ZINC AND ITS PALLADIUM-CATALYZED REACTION [J].
SAKAMOTO, T ;
KONDO, Y ;
MURATA, N ;
YAMANAKA, H .
TETRAHEDRON, 1993, 49 (43) :9713-9720
[75]   Development of a continuous-flow system for catalysis with palladium(O) particles [J].
Solodenko, W ;
Wen, HL ;
Leue, S ;
Stuhlmann, F ;
Sourkouni-Argirusi, G ;
Jas, G ;
Schönfeld, H ;
Kunz, U ;
Kirschning, A .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (17) :3601-3610
[76]   Microwave-assisted Suzuki-Miyaura reactions with an insoluble pyridine-aldoxime Pd-catalyst [J].
Solodenko, W ;
Schön, U ;
Messinger, J ;
Glinschert, A ;
Kirschning, A .
SYNLETT, 2004, (10) :1699-1702
[77]   Polymer-assisted Horner-Emmons olefination using PASSflow reactors: Pure products without purification [J].
Solodenko, W ;
Kunz, U ;
Jas, G ;
Kirschning, A .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (14) :1833-1835
[78]  
SOLODENKO W, UNPUB
[79]  
SOLODENKO W, IN PRESS MOL DIV
[80]  
Solodenko W., 2003, POLYM MAT ORGANIC SY, P201