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从苄基型联萘二砜制备dl-二苯并[c,g]菲 被引量：1

Preparation of dl-Dibenzophenanthrene by Using Benzyl-type Binaphthyl Disulfone
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摘要 We reported that a benzyl-type binaphthyl disulfone could be conveniently converted into dibenzophenanthrene. Thus, racemic 1 was treated with lithium diisopropylamide (LDA) afforded dl-dibenzophenanthrene in a moderate yield, together with an unknown benzensulfonyl-substituted derivative 2. The structures were confirmed by MS, 1H, 13C NMR and elemental analysis. The reaction might involve the initial intramolecular nucleophilic substitution to produce an intermediate 3, followed by elimination of benzenesulfinic acid to form dibenzophenanthrene. We reported that a benzyl-type binaphthyl disulfone could be conveniently converted into dibenzophenanthrene. Thus, racemic 1 was treated with lithium diisopropylamide (LDA) afforded dl-dibenzophenanthrene in a moderate yield, together with an unknown benzensulfonyl-substituted derivative 2. The structures were confirmed by MS, 1H, 13C NMR and elemental analysis. The reaction might involve the initial intramolecular nucleophilic substitution to produce an intermediate 3, followed by elimination of benzenesulfinic acid to form dibenzophenanthrene.
作者 安德烈 谭小华 彭志鸿 邵光
机构地区 湖南大学化学化工学院
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2003年第12期2218-2220,共3页 Chemical Journal of Chinese Universities
基金 国家自然科学基金 (批准号 :2 0 2 72 0 12 ) 教育部博士学科点专项基金 (批准号 :2 0 0 2 0 5 3 2 0 0 4)资助
关键词 苄基型联萘二砜 制备 dl-二苯并[c g]菲 反应机理 分子内亲核取代 消除反应 Binaphthyl disulfone Dibenzophenanthrene Reaction mechanism Intramolecular nucleophilic substitution Elimination=
分类号 O625.155 [理学—有机化学]
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参考文献14

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同被引文献11

  • 1Anderson, S.; Neidlein, U.; Gramlich, V.; Diederich, F.Angew. Chem., Int. Ed. Engl. 1995, 34(15), 1596.
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  • 6Orita, A.; An, D.-L.; Nakano, T.; Yaruva, J.; Ma, N.; Otera,J. Chem. Eur. J. 2002, 8(9), 2005.
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  • 9Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed.Engl. 1997, 36(12), 1236.
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高等学校化学学报
2003年 第12期

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