• Title/Summary/Keyword: Arylhydrazines

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Reactions of 3-Alkylidene-2,4-pentanediones with Arylhydrazines (3-알킬리덴-2,4-펜탄디온과 아릴히드라진의 반응)

  • Se Young Lee;Seung Hoi Kim;Youn Young Lee;Yang Mo Goo
    • Journal of the Korean Chemical Society
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    • v.36 no.2
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    • pp.311-317
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    • 1992
  • Reaction of 3-alkylidene-2,4-pentanediones(1) with arylhydrazines in methanol afforded 4-acetyl-(2), 4-(1-methoxyalkyl)-(3), or 4-vinylpyrazole derivatives(4). 3-(2,2,2-Trichloroethylidene)-2,4-pentanedione(9) reacted with arylhydrazines to give 4-acetyl-1-aryl-3-methylpyrazoles(11). Possible mechanisms for these reactions were proposed.

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Synthesis of 1H-Indol-3-ylpyrazole Derivatives from 1,3,5-Triketones and Arylhydrazines: One-Pot Construction of Pyrazole and Indole Rings

  • Kim, Sung Hwan;Lee, Sangku;Kim, Se Hee;Kim, Ko Hoon;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.34 no.11
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    • pp.3415-3419
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    • 2013
  • The reaction of 1,3,5-triketones and arylhydrazines provided indolylpyrazole derivatives in a one-pot reaction in good to moderate yields. Both the pyrazole and indole rings were constructed simultaneously with phenylhydrazine, $RCOCH_2CO$- moiety for the pyrazole and the remaining -$CH_2COR$ part for the indole ring.

Highly Efficient and Facile Green Approach for One-Pot Fischer Indole Synthesis (One-Pot Fischer Indole 화합물의 효율적인 합성)

  • Chaskar, Atul;Deokar, Hrushikesh;Padalkar, Vikas;Phatangare, Kiran;Patil, S.K.
    • Journal of the Korean Chemical Society
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    • v.54 no.4
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    • pp.411-413
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    • 2010
  • A simple, efficient and an environmental friendly method have been developed for the synthesis of substituted indole from aryl hydrazines and aldehydes/ketones with HPA-phosphomolybdic acid as a heterogeneous catalyst. The catalyst is nontoxic and recyclable.

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.

Synthesis of 2-Aryl-5,6,7,8-tetrahydro-3-cinnolinones (2-아릴-5,6,7,8-테트라히드로-3-신놀린온들의 합성)

  • Yong Hyun Ahn;Youn Young Lee
    • Journal of the Korean Chemical Society
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    • v.29 no.1
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    • pp.61-66
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    • 1985
  • The preparation of 2-(2,2,2-trichloroethylidene)cyclohexanone(1), as a key compound for synthesizing 2-substituted 5,6,7,8-tetrahydro-3-cinnolinones, was attempted by the enamine condensation of cyclohexanone with chloral. However, the condensation of 1-morpholino-1-cyclohexene (2) with chloral afforded 2-(1-hydroxy-2,2,2-trichloroethyl) cyclohexanone (3), and its dehydration led to 2-(2,2-dichlorovinyl)-2-cyclohexenone (4). 2-Aryl-5,6,7,8-tetrahydro-3-cinnolinones could be synthesized using morpholinium ${\alpha}$-(4-morpholinyl)-${\alpha}$-(2-oxocyclohexyl)-acetate (5) in place of 1 with arylhydrazines.

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