• Title/Summary/Keyword: Heterocyclic nucleophiles

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Multicyclization Reaction of 2,3-Dichloro-1,4-Naphthoquinone (2,3-디클로로-1,4-나프토퀴논의 다중고리화 반응)

  • 김순옥;박재경;홍사미
    • YAKHAK HOEJI
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    • v.39 no.2
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    • pp.118-130
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    • 1995
  • Aliphatic & aromatic compounds with two nucleophilic functional groups which were chosen as nucleophiles reacted with 2,3-dichloro-1,4-naphthoquinone as a substrate to give cyclized products by nucleophilic vinyl substitution. And the trends in the syntheses of the heterocyclic compounds was studied and expounded. Besides, the biological activities of the products, especially activity as an agricultural chemical, were examined. Moreover 5-aminomethyl-2-pyrrolidinone was synthesized for the purpose of forming a polynuclear heterocyclic compound containing a similar structure of azasteroid. However only one chlorine of 2,3-dichloro-1,4-naphthoquinone was replaced by an amino group of pyrrolidinone and cyclization did not take place.

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Synthesis of Terphenyls and Quaterphenyls via the Nickel N-Heterocyclic Carbene-Catalyzed Cross-Coupling of Neopentyl Arenesulfonates with Aryl Grignard Reagents

  • Jo, Hyun-Jong;Kim, Chul-Bae;Ryoo, Tae-Yong;Ahn, Bo-Kyoung;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
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    • v.31 no.12
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    • pp.3749-3754
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    • 2010
  • Various terphenyl and quaterphenyl derivatives were prepared by the Ni-NHC catalyzed cross coupling of the corresponding biphenyl- and terphenyl-sulfonates with arylmagnesium bromides. The reactions proceeded rapidly via a nucleophilic aromatic substitution of the alkoxysulfonyl moieties by the aryl nucleophiles to afford high yields within just 1.5 h at room temperature in spite of the low reactivity of the sulfur electrophiles.