Microwave-Promoted Suzuki-Miyaura Cross-Coupling of Aryl Imidazolylsulfonates in Water

被引:20
作者
Civicos, Jose F. [1 ,2 ]
Alonso, Diego A. [1 ,2 ]
Najera, Carmen [1 ,2 ]
机构
[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain
[2] Univ Alicante, Fac Ciencias, ISO, Alicante 03080, Spain
关键词
microwave chemistry; palladacycles; potassium organotrifluoroborates; Suzuki-Miyaura reaction; water; C-O BOND; CATALYZED AMINATION; GRIGNARD-REAGENTS; CARBON-OXYGEN; ACTIVATION; ELECTROPHILES; CLEAVAGE; SYSTEM; ETHERS; CONSTRUCTION;
D O I
10.1002/adsc.201200364
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Aryl imidazol-1-ylsulfonates are efficiently cross-coupled with potassium aryl- and alkenyltrifluoroborates in neat water under microwave heating (40 W, 110?degrees C) using 0.5 mol% of oxime palladacycle 1a, hexadecyltrimethyl ammonium bromide (CTAB) as additive, and triethylamine as base. Under these simple phosphane-free reaction conditions a wide array of biaryl, stilbene and styrene derivatives has been prepared in good to high yields and with high regio- and diastereoselectivities in only 30 min.
引用
收藏
页码:2771 / 2776
页数:6
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