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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 34, Number 10
BKCSDE 34(10)
October 20, 2013 

Regioselective Synthesis of 1,3,4,5-Tetrasubstituted Pyrazoles from α-Alkenyl-α,β-Enones Derived from Morita-Baylis-Hillman Adducts
Sung Hwan Kim, Jin Woo Lim, Jin Yu, Jae Nyoung Kim*
Pyrazoles, α-Alkenyl-α,β-enones, Morita-Baylis-Hillman adducts, 1,3-H shift, Aerobic oxidation
Convenient synthetic method for 4-arylethylpyrazoles and 4-styrylpyrazoles was developed using α-alkenyl- α,β-enones readily accessed from the Morita-Baylis-Hillman reaction. For the synthesis of 4-arylethylpyrazole, the reactions with arylhydrazines needed to be carried out in o-dichlorobenzene under N2 balloon atmosphere. On the other hand, 4-styrylpyrazoles required the reactions in ethanol under O2 balloon atmosphere.
2915 - 2920
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