• 제목/요약/키워드: Radical cyclization

검색결과 31건 처리시간 0.018초

Synthesis of 2,5-Disubstituted Pyrrolidines from N-Alkenyl and Alkynyl N-Benzoyloxysulfonamides Catalyzed by (CuOTf)2･C6H6

  • Liu, Wei-Min;Liu, Zhen-Hong;Cheong, Wei-Wen;Priscilla, Lu-Yi Teo;Li, Yongxin;Narasaka, Koichi
    • Bulletin of the Korean Chemical Society
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    • 제31권3호
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    • pp.563-569
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    • 2010

  • A new synthetic method of 2,5-disubstituted pyrrolidines is developed by the cyclization of unsaturated N-benzoyloxysulfonamides by $(CuOTf)_2{\cdot}C_6H_6$ in refluxing dichloroethane. Various N-4- and N-5-alkenyl and alkynyl N-benzoyloxysulfonamides are cyclized to give pyrrolidines. The cyclization proceeds via addition of sulfonamidoyl radicals to intramolecular unsaturated bonds or allylic hydrogen abstraction with the radical intermediates.

  • https://doi.org/10.5012/bkcs.2010.31.03.563 인용 PDF KSCI

카본전극을 이용한 9-Methyl-2,3,6,7-tetramethoxyfluorene의 합성 (Electrolytic Synthesis of 9-Methyl-2,3,6,7-tetramethoxyfluorene with Carbon Electrodes)

  • 김덕현
    • 공업화학
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    • 제8권1호
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    • pp.39-48
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    • 1997

  • 카본전극을 이용한 양극산화을 통해 1,1-Bis-(3,4-dimethoxyphenyl)ethane으로부터 $CH_3CN$이나 $CH_2Cl_2/TFA$-혼합용액계에서 Intramolecular cyclizatlon 반응이 일어났다. Intramolecular cyclization에 의한 생성물(9-methyl-2,3,6,7-tetramethoxyfluorene)은 출발물질보다 더 쉽게 산화되고, 그에 따른 산화생성물은 $CH_3CN$계에서 불안정하여 낮을 수율을 나타냈다. TFA가 존재하는 계에서는 Fluorene 유도체의 산화생성물인 radical cation이 안정하여 환원 후에 더 좋은 수율로 합성할 수 있었다.

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2-Aminobenzamide로부터 Quinazoline 4-one 유도체의 합성 (II) - $\gamma$-락톤과 디케톤과의 반응 (Synthesis of Quinazoline 4-one Drvivatives from 2-Aminobenzamide(II) - Reaction with $\gamma$-Lactone and Diketone)

  • 서명은
    • 약학회지
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    • 제30권5호
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    • pp.203-207
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    • 1986

  • 2-Aminobenzamide reacts with not only keton radical but also carbonyl group in carboxylic acid, to form easily -N-C-N-novel ring cyclization as a result I and V. In addition, it reacts with 1, 2-cyclohexadione or benzil, whitch are both 1, 2-diketone compounds, at the both ketone radical sites to give V or VII respectively. On the reaction with dimethone, however, which has 1, 3-diketone radical, it reacted with only one carbanyl group and VI was produced. We investigated the reaction with cr-ketoester such as ethyl pyruvate and diethyl rnesoxalate. In the reaction with ethylpyruvate, amine group in 2-aminobenzamide reacted not with ketone radical but carbonyl group in ester (product VIII). On the other hand, diethyl measoxalate reacted at the ketone radical site rather than the ester site (product IX).

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