دورية أكاديمية
One-pot sequential synthesis of tetrasubstituted thiophenes via sulfur ylide-like intermediates
| العنوان: | One-pot sequential synthesis of tetrasubstituted thiophenes via sulfur ylide-like intermediates |
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| المؤلفون: | Jun Ki Kim, Hwan Jung Lim, Kyung Chae Jeong, Seong Jun Park |
| المصدر: | Beilstein Journal of Organic Chemistry, Vol 14, Iss 1, Pp 243-252 (2018) |
| بيانات النشر: | Beilstein-Institut, 2018. |
| سنة النشر: | 2018 |
| المجموعة: | LCC:Science LCC:Organic chemistry |
| مصطلحات موضوعية: | 5-(heterocyclic)thiophenes, one-pot sequential synthesis, sulfur ylide, tetrasubstituted thiophene, Science, Organic chemistry, QD241-441 |
| الوصف: | Herein, we describe a novel approach for the practical synthesis of tetrasubstituted thiophenes 8. The developed method was particularly used for the facile preparation of thienyl heterocycles 8. The mechanism for this reaction is based on the formation of a sulfur ylide-like intermediate. It was clearly suggested by (i) the intramolecular cyclization of ketene N,S-acetals 7 to the corresponding thiophenes 8, (ii) 1H NMR studies of Meldrum’s acid-substituted aminothioacetals 9, and (iii) substitution studies of the methoxy group on Meldrum’s acid containing N,S-acetals 9b. Notably, in terms of structural effects on the reactivity and stability of sulfur ylide-like intermediates, 2-pyridyl substituted compound 7a exhibited superior properties over those of others. |
| نوع الوثيقة: | article |
| وصف الملف: | electronic resource |
| اللغة: | English |
| تدمد: | 1860-5397 |
| Relation: | https://doaj.org/toc/1860-5397 |
| DOI: | 10.3762/bjoc.14.16 |
| URL الوصول: | https://doaj.org/article/ce6c6991f8c24222a5978ed7595b211a |
| رقم الأكسشن: | edsdoj.6c6991f8c24222a5978ed7595b211a |
| قاعدة البيانات: | Directory of Open Access Journals |
Full Text Finder | تدمد: | 18605397 |
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| DOI: | 10.3762/bjoc.14.16 |