Access to 8-Azabicyclo[3,2,1]octanes via the [3 + 2] Cycloaddition of Oxidopyridinium Ions to Maleimides,The Journal of Organic Chemistry

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Access to 8-Azabicyclo[3,2,1]octanes via the [3 + 2] Cycloaddition of Oxidopyridinium Ions to Maleimides
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-06-02 , DOI: 10.1021/acs.joc.3c00406
Cheng Yuan ₁ , Sheng Sun ₂ , Gangqiang Wang ₁ , Shaofa Sun _{1,

2} , Jian Wang _{1,

3}

Affiliation

Herein, we reported a unique and operationally simple method to assemble 8-azabicyclo[3,2,1]octanes by using oxidopyridinium ions and maleimides as synthons. The features of good to high yields and good functional group tolerance are achieved regularly under mild conditions. Of note, oxidopyridinium ions undergo a [3 + 2] cycloaddition on their C2 and C6 positions.

中文翻译：

通过氧化吡啶离子与马来酰亚胺的 [3 + 2] 环加成得到 8-氮杂双环[3,2,1]辛烷

在此，我们报道了一种独特且操作简单的方法，通过使用氧化吡啶鎓离子和马来酰亚胺作为合成子来组装8-氮杂双环[3,2,1]辛烷。在温和的条件下通常可以实现良好的高产率和良好的官能团耐受性的特征。值得注意的是，氧化吡啶鎓离子在其 C2 和 C6 位置上发生 [3 + 2] 环加成。

更新日期：2023-06-02

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