BF3·OEt2-Catalyzed Vinyl Azide Addition to in Situ Generated N-Acyl Iminium Salts: Synthesis of 3-Oxoisoindoline-1-acetamides

التفاصيل البيبلوغرافية
العنوان: BF3·OEt2-Catalyzed Vinyl Azide Addition to in Situ Generated N-Acyl Iminium Salts: Synthesis of 3-Oxoisoindoline-1-acetamides
المؤلفون: Kumar Das, Deb, Kannaujiya, Vinod Kumar, Sadhu, Milon M., Ray, Sumit Kumar, Singh, Vinod K.
المصدر: The Journal of Organic Chemistry; December 2019, Vol. 84 Issue: 24 p15865-15876, 12p
مستخلص: BF3·OEt2-catalyzed nucleophilic addition of vinyl azides to in situ generated N-acyl iminium salts obtained from 3-hydroxyisoindolinones is described in this article. The procedure is operationally simple, mild, additive, and metal-free. The reaction proceeds smoothly at ambient temperature with a wide range of 3-hydroxyisoindol-1-ones and vinyl azides to afford 3-oxoisoindoline-1-acetamides (32 examples) in high yields (up to 97%). Furthermore, the synthetic utility of this methodology is depicted by exploiting the reactivity of an amide functionality in the products.
قاعدة البيانات: Supplemental Index
الوصف
تدمد:00223263
DOI:10.1021/acs.joc.9b02127