Tang Pan, Wen Long, Ma Hao-Jie, Yang Yi, Jiang Yan
School of Chemistry and Environmental Engineering, Sichuan University of Science & Engineering, Zigong 643000, China.
Org Biomol Chem. 2022 Apr 13;20(15):3061-3066. doi: 10.1039/d2ob00364c.
PIDA mediated oxidative acyloxylation/azirination and sulfonyloxylation/azirination of β-enamino esters were investigated. A series of functionalized acyloxy-2-azirine and sulfonyloxy-2-azirine derivatives was synthesized in moderate to good yields. This represents the first oxidative sulfonyloxylation/azirination of β-enamino esters with PIDA and sulfonic acid for access to sulfonyloxy-2-azirine. Hypervalent iodine reagents enable cascade C-O/C-N bond formation. Furthermore, a possible reaction pathway was proposed based on the experimental results.
研究了PIDA介导的β-烯胺酯的氧化酰氧基化/氮杂环丙烷化以及磺酰氧基化/氮杂环丙烷化反应。以中等至良好的产率合成了一系列功能化的酰氧基-2-氮杂环丙烷和磺酰氧基-2-氮杂环丙烷衍生物。这是首次使用PIDA和磺酸对β-烯胺酯进行氧化磺酰氧基化/氮杂环丙烷化反应以制备磺酰氧基-2-氮杂环丙烷。高价碘试剂能够实现串联C-O/C-N键的形成。此外，根据实验结果提出了可能的反应途径。
