Electronic Resource
Ru-catalyzed C-H functionalization of phenylglycine derivatives: Synthesis of isoquinoline-1-carboxylates and isoindoline-1-carboxylates
| العنوان: | Ru-catalyzed C-H functionalization of phenylglycine derivatives: Synthesis of isoquinoline-1-carboxylates and isoindoline-1-carboxylates |
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| المؤلفون: | Ministerio de Economía y Competitividad (España), European Commission, Gobierno de Aragón, Ruiz Morte, Sara, Sayago, Francisco J., Cativiela, Carlos, Urriolabeitia, Esteban P. |
| بيانات النشر: | Elsevier 2017 |
| نوع الوثيقة: | Electronic Resource |
| مستخلص: | The reaction of N-unprotected methylesters of phenylglycine derivatives (1a–1f) with electron-rich internal alkynes (2a–2e), catalyzed by [Ru(cymene)Cl] (10%), gives the corresponding 3,4-disubstituted isoquinoline-1-carboxylates 3 through C[sbnd]H/N[sbnd]H oxidative coupling. The C[sbnd]H bond activation step is assisted by carboxylates, and N-fluoro-2,4,6-trimethylpyridinium triflate works as the terminal oxidant. The process shows a remarkable tolerance to the presence of diverse electron-releasing and electron-attracting functional groups at the phenyl ring of the amino acid. In addition, the reaction of phenylglycine derivatives (1a–1f) with methyl acrylate (4a) catalyzed by [Ru(cymene)Cl] (10%) under the same experimental conditions, gives the corresponding 3,N-disubstituted isoindoline-1-carboxylates 5 through C[sbnd]H/N[sbnd]H coupling. Isoindolines 5 are obtained as a mixture of diastereoisomers, with moderate to high values of diastereomeric excess (up to 80%). |
| مصطلحات الفهرس: | Isoindolines, Csingle bondH activation, Isoquinolines, Amino acids, Ru-complexes, artículo |
| URL: | Postprint Sí info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2013-40855-R |
| الاتاحة: | Open access content. Open access content http://creativecommons.org/licenses/by-nc-nd/4.0 openAccess |
| ملاحظة: | English |
| Other Numbers: | CTK oai:digital.csic.es:10261/155864 Journal of Molecular Catalysis A: Chemical 426B: 407-418 (2017) 10.1016/j.molcata.2016.06.026 1103432999 |
| المصدر المساهم: | CSIC From OAIster®, provided by the OCLC Cooperative. |
| رقم الانضمام: | edsoai.on1103432999 |
| قاعدة البيانات: | OAIster |
| الوصف غير متاح. |