Academic Journal

Building Up a Piperazine Ring from a Primary Amino Group via Catalytic Reductive Cyclization of Dioximes

التفاصيل البيبلوغرافية
العنوان: Building Up a Piperazine Ring from a Primary Amino Group via Catalytic Reductive Cyclization of Dioximes
المؤلفون: Evgeny V. Pospelov, Alexey Yu. Sukhorukov
المصدر: International Journal of Molecular Sciences; Volume 24; Issue 14; Pages: 11794
بيانات النشر: Multidisciplinary Digital Publishing Institute
سنة النشر: 2023
المجموعة: MDPI Open Access Publishing
مصطلحات موضوعية: piperazines, reductive cyclization, Michael addition, oximes, heterogeneous catalytic hydrogenation
جغرافية الموضوع: agris
الوصف: Piperazine is one of the most frequently found scaffolds in small-molecule FDA-approved drugs. In this study, a general approach to the synthesis of piperazines bearing substituents at carbon and nitrogen atoms utilizing primary amines and nitrosoalkenes as synthons was developed. The method relies on sequential double Michael addition of nitrosoalkenes to amines to give bis(oximinoalkyl)amines, followed by stereoselective catalytic reductive cyclization of the oxime groups. The method that we developed allows a straightforward structural modification of bioactive molecules (e.g., α-amino acids) by the conversion of a primary amino group into a piperazine ring.
نوع الوثيقة: text
وصف الملف: application/pdf
اللغة: English
Relation: Molecular Pharmacology; https://dx.doi.org/10.3390/ijms241411794
DOI: 10.3390/ijms241411794
الاتاحة: https://doi.org/10.3390/ijms241411794
Rights: https://creativecommons.org/licenses/by/4.0/
رقم الانضمام: edsbas.9D26408E
قاعدة البيانات: BASE