دورية أكاديمية
Cyclization of ortho-hydroxycinnamates to coumarins under mild conditions: A nucleophilic organocatalysis approach
| العنوان: | Cyclization of ortho-hydroxycinnamates to coumarins under mild conditions: A nucleophilic organocatalysis approach |
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| المؤلفون: | Florian Boeck, Max Blazejak, Markus R. Anneser, Lukas Hintermann |
| المصدر: | Beilstein Journal of Organic Chemistry, Vol 8, Iss 1, Pp 1630-1636 (2012) |
| بيانات النشر: | Beilstein-Institut, 2012. |
| سنة النشر: | 2012 |
| المجموعة: | LCC:Science LCC:Organic chemistry |
| مصطلحات موضوعية: | catalysis, coumarins, heterocycles, mechanisms, organocatalysis, phosphanes, Science, Organic chemistry, QD241-441 |
| الوصف: | (E)-Alkyl ortho-hydroxycinnamates cyclize to coumarins at elevated temperatures of 140–250 °C. We find that the use of tri-n-butylphosphane (20 mol %) as a nucleophilic organocatalyst in MeOH solution allows cyclization to take place under much milder conditions (60–70 °C). Several coumarins were prepared, starting from ortho-hydroxyarylaldehydes, by Wittig reaction with Ph3P=CHCO2Me to (E)-methyl ortho-hydroxycinnamates, followed by the phosphane catalyzed cyclization. |
| نوع الوثيقة: | article |
| وصف الملف: | electronic resource |
| اللغة: | English |
| تدمد: | 1860-5397 |
| Relation: | https://doaj.org/toc/1860-5397 |
| DOI: | 10.3762/bjoc.8.186 |
| URL الوصول: | https://doaj.org/article/0644b7257ad8486dac030540b6855530 |
| رقم الأكسشن: | edsdoj.0644b7257ad8486dac030540b6855530 |
| قاعدة البيانات: | Directory of Open Access Journals |
Full Text Finder | تدمد: | 18605397 |
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| DOI: | 10.3762/bjoc.8.186 |