Synthesis of 6-alkyl analogues of the 1-azabicyclo[4.3.0]nonan-2-one system by a strategy of geminal acylation and Beckmann rearrangement

Christine E. Elliott David O. Miller and D. Jean Burnell

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Synthesis of 6-alkyl analogues of the 1-azabicyclo[4.3.0]nonan-2-one system by a strategy of geminal acylation and Beckmann rearrangement

机译：通过双酰基酰化和贝克曼重排策略合成1-azabicyclo [4.3.0] nonan-2-one系统的6-烷基类似物

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Compounds with the 1-azabicyclo[4.3.0]nonan-2-one nucleus have been prepared with methyl and isobutyl groupsnat C-6. The synthetic sequence was: geminal acylation to produce a but-2-enylcyclopentane-1,3-dione derivative,ntreatment with O-mesitylenesulfonylhydroxylamine and then Beckmann rearrangement with BF3u0001Et2O andncyclization of the amidic nitrogen onto the terminal double bond. In addition, the results of exploratory reactionsnare presented.

机译：具有C 6的甲基和异丁基的具有1-氮杂双环[4.3.0]壬南-2-酮核的化合物。合成顺序为：双键酰化反应生成丁-2-烯基环戊烷-1,3-二酮衍生物，先用O-亚甲基磺酰基羟胺处理，然后用BF3u0001Et2O进行贝克曼重排，然后将酰胺氮环化到末端双键上。此外，还提出了探索性反应的结果。

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《Journal of the Chemical Society, Perkin Transactions 1》 |2002年第2期|p.217-226|共10页
作者
Christine E. Elliott David O. Miller and D. Jean Burnell;
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Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland,A1B 3X7, Canada. E-mail: jburnell@mun.ca, Fax: 709-737-3702, Tel: 709-737-8535,;

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1. Synthesis of 6-alkyl analogues of the 1-azabicyclo[4.3.0] nonan-2-one system by a strategy of geminal acylation and Beckmann rearrangement [J] . Elliott CE., Miller DO., Burnell DJ. Journal of the Chemical Society, Perkin Transactions 1 . 2002,第2期

机译：通过双键酰化和贝克曼重排策略合成1-azabicyclo [4.3.0] nonan-2-one系统的6-烷基类似物
2. Facile Synthesis of Various 1-Azabicyclo[n.4.0]alkanes via Beckmann Rearrangement/Allylsilane Cyclization [J] . Kyung-Tae Kang, Tae Myung Sung, Hyun Chul Jung Bulletin of the Korean Chemical Society . 2008,第9期

机译：通过贝克曼重排/烯丙基硅烷环化轻松合成各种1-氮杂双环[n.4.0]烷烃
3. Facile Synthesis of Various 1-Azabicyclo[n.4.0]alkanes via Beckmann Rearrangement/Allylsilane Cyclization [J] . Hyun Chul Jung, Jong Gun Lee, Kyung Tae Kang, Bulletin of the Korean Chemical Society . 2008,第9期

机译：通过贝克曼重排/烯丙基硅烷环化轻松合成各种1-氮杂双环[n.4.0]烷烃
4. High-silica MEL structures: synthesis parameters modification and catalytic results on Beckmann rearrangement reaction [C] . L.Forni, G.Fornasari, M.Guerrini, the International Zeolite Symposium . 2005

机译：高二氧化硅熔融结构：合成参数改性和催化结果对Beckmann重新排列反应
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机译：通过贝克曼重排和环重排复分解合成三环内酰胺是关键步骤

Synthesis of 6-alkyl analogues of the 1-azabicyclo[4.3.0]nonan-2-one system by a strategy of geminal acylation and Beckmann rearrangement

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