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Microwave‐Promoted Suzuki–Miyaura Cross‐Coupling of Aryl Imidazolylsulfonates in Water
Author(s) -
Cívicos José F.,
Alonso Diego A.,
Nájera Carmen
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200364
Subject(s) - chemistry , aryl , triethylamine , ammonium bromide , base (topology) , bromide , organic chemistry , potassium , microwave irradiation , combinatorial chemistry , medicinal chemistry , catalysis , alkyl , pulmonary surfactant , mathematical analysis , biochemistry , mathematics
Aryl imidazol‐1‐ylsulfonates are efficiently cross‐coupled with potassium aryl‐ and alkenyltrifluoroborates in neat water under microwave heating (40 W, 110 °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.