• Title/Summary/Keyword: Baylis-Hillman Reaction

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Regioselective Synthesis of 1,3,4,5-Tetrasubstituted Pyrazoles from α-Alkenyl-α,β-Enones Derived from Morita-Baylis-Hillman Adducts

  • Kim, Sung Hwan;Lim, Jin Woo;Yu, Jin;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.2915-2920
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    • 2013
  • Convenient synthetic method for 4-arylethylpyrazoles and 4-styrylpyrazoles was developed using ${\alpha}$-alkenyl-${\alpha},{\beta}$-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 $N_2$ balloon atmosphere. On the other hand, 4-styrylpyrazoles required the reactions in ethanol under $O_2$ balloon atmosphere.

An Efficient Synthesis of Poly-Substituted Phenols and Pyridines from Morita-Baylis-Hillman Acetates and Diethyl Oxalacetate

  • Yu, Jin;Kim, Ko Hoon;Lee, Hyun Ju;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.3027-3032
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    • 2013
  • Various phenol derivatives were synthesized in a one-pot reaction from MBH acetates and sodium diethyl oxalacetate via a [4C+2C] cyclization protocol. In addition, some pyridine derivatives could also be synthesized using the same starting materials, by isolating the $S_N2^{\prime}$ reaction intermediate and performing the cyclization with $NH_4OAc$.