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Suzuki-Miyaura reactions of N-protected tribromopyrazoles. Efficient and site-selective synthesis of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles and 5-aryl-3,4-dibromopyrazoles
Authors:Rasheed Ahmad Khera  Asad Ali  Hummera Rafique  Munawar HussainJovana Tatar  Aamer SaeedAlexander Villinger  Peter Langer
Affiliation:a Universität Rostock, Institut für Chemie, Albert Einstein Str. 3a, 18059 Rostock, Germany
b Governmental College University, Faisalabad, Pakistan
c University of Mardan, Mardan, N.W.F.P., Pakistan
d Quaid-i-Azam University, Islamabad, Pakistan
e University of Belgrade, Belgrade, Serbia
f Leibniz-Institut für Katalyse an der Universität Rostock e.V., Albert Einstein Str. 29a, 18059 Rostock, Germany
Abstract:Suzuki-Miyaura reactions of N-protected tribromopyrazoles were studied. The reactions proceed with excellent site-selectivity. The first attack occurs at position 5, while the second and third attack occur at positions 3 and 4, respectively. A variety of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles, and 5-aryl-3,4-dibromopyrazoles were efficiently prepared. The products are not readily available by other methods.
Keywords:Pyrazoles   Catalysis   Suzuki-Miyaura reaction   Regioselectivity   Palladium
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