Academic Journal

Convenient Synthesis of Pyrazolo[4′,3′:5,6]pyrano[4,3-c][1,2]oxazoles via Intramolecular Nitrile Oxide Cycloaddition

التفاصيل البيبلوغرافية
العنوان: Convenient Synthesis of Pyrazolo[4′,3′:5,6]pyrano[4,3-c][1,2]oxazoles via Intramolecular Nitrile Oxide Cycloaddition
المؤلفون: Vaida Milišiūnaitė, Elena Plytninkienė, Roberta Bakšienė, Aurimas Bieliauskas, Sonata Krikštolaitytė, Greta Račkauskienė, Eglė Arbačiauskienė, Algirdas Šačkus
المصدر: Molecules, Vol 26, Iss 18, p 5604 (2021)
بيانات النشر: MDPI AG, 2021.
سنة النشر: 2021
المجموعة: LCC:Organic chemistry
مصطلحات موضوعية: pyrazole, isoxazoline/isoxazole, fused ring systems, intramolecular nitrile oxide cycloaddition, 4-pyrazolaldoximes 1JCH, isoxazole 15N NMR, Organic chemistry, QD241-441
الوصف: A simple and efficient synthetic route to the novel 3a,4-dihydro-3H,7H- and 4H,7H-pyrazolo[4′,3′:5,6]pyrano[4,3-c][1,2]oxazole ring systems from 3-(prop-2-en-1-yloxy)- or 3-(prop-2-yn-1-yloxy)-1H-pyrazole-4-carbaldehyde oximes has been developed by employing the intramolecular nitrile oxide cycloaddition (INOC) reaction as the key step. The configuration of intermediate aldoximes was unambiguously determined using NOESY experimental data and comparison of the magnitudes of 1JCH coupling constants of the iminyl moiety, which were greater by approximately 13 Hz for the predominant syn isomer. The structures of the obtained heterocyclic products were confirmed by detailed 1H, 13C and 15N NMR spectroscopic experiments and HRMS measurements.
نوع الوثيقة: article
وصف الملف: electronic resource
اللغة: English
تدمد: 1420-3049
Relation: https://www.mdpi.com/1420-3049/26/18/5604; https://doaj.org/toc/1420-3049
DOI: 10.3390/molecules26185604
URL الوصول: https://doaj.org/article/8884d496ff674869b7f3860b4e82dcf1
رقم الانضمام: edsdoj.8884d496ff674869b7f3860b4e82dcf1
قاعدة البيانات: Directory of Open Access Journals
الوصف
تدمد:14203049
DOI:10.3390/molecules26185604