Consecutive palladium-catalyzed Hiyama-Heck reactions in aqueous media under ligand-free conditions

被引:49
作者
Gordillo, Alvaro [1 ]
de Jesus, Ernesto [1 ]
Lopez-Mardomingo, Carmen [1 ]
机构
[1] Univ Alcala, Dept Quim Organ, Madrid 28871, Spain
关键词
D O I
10.1039/b707583a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Symmetric and asymmetric (E)-1,2-diarylethenes are synthesized from aryl bromides by consecutive one-pot Hiyama-Heck reactions carried out in water and under air; the only additives required are sodium hydroxide, palladium acetate and poly( ethylene glycol), and the products are isolable in many cases by simple filtration of the water solution.
引用
收藏
页码:4056 / 4058
页数:3
相关论文
共 45 条
[1]   The first fluoride-free Hiyama reaction of vinylsiloxanes promoted by sodium hydroxide in water [J].
Alacid, Emilio ;
Najera, Carmen .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (15) :2085-2091
[2]   Solvent-less and fluoride-free hiyama reaction of arylsiloxanes with aryl bromides and chlorides promoted by sodium hydroxide:: A useful protocol for palladium recycling and product isolation [J].
Alacid, Emilio ;
Najera, Carmen .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (7-8) :945-952
[3]  
[Anonymous], METAL CATALYZED CROS
[4]   The heck reaction as a sharpening stone of palladium catalysis [J].
Beletskaya, IP ;
Cheprakov, AV .
CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066
[5]   Water in organocatalytic processes: Debunking the myths [J].
Blackmond, Donna G. ;
Armstrong, Alan ;
Coombe, Vyv ;
Wells, Andrew .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (21) :3798-3800
[6]   Controlled mono and double Heck reactions in water catalyzed by an oxime-derived palladacycle [J].
Botella, L ;
Nájera, C .
TETRAHEDRON LETTERS, 2004, 45 (09) :1833-1836
[7]  
BRASE S, 2004, METLA CATALYZED CROS, pCH4
[8]   HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) :159-164
[9]   Poly(ethylene glycol) (PEG) as a reusable solvent medium for organic synthesis. Application in the Heck reaction [J].
Chandrasekhar, S ;
Narsihmulu, C ;
Sultana, SS ;
Reddy, NR .
ORGANIC LETTERS, 2002, 4 (25) :4399-4401
[10]  
Cornils B., 2004, Aqueous-Phase Organometallic Catalysis: Concepts and Applications