The synthesis of polycyclic benz-fused pyrroles
| العنوان: | The synthesis of polycyclic benz-fused pyrroles |
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| المؤلفون: | James Stewart New, Howard L. Mcpherson Jr. and, Wayne K. Anderson |
| المصدر: | Journal of Heterocyclic Chemistry. 17:513-517 |
| بيانات النشر: | Wiley, 1980. |
| سنة النشر: | 1980 |
| مصطلحات موضوعية: | chemistry.chemical_classification, Dimethyl acetylenedicarboxylate, NMR spectra database, chemistry.chemical_compound, Dicarboxylic acid, chemistry, Phenanthridine, Organic Chemistry, Organic chemistry, Dehydrogenation, Ethylamine, Isoquinoline, Cycloaddition |
| الوصف: | Pyrrolo[1,2-f]phenanthridine (2), benzo[f]pyrrolo[2,1-a]isoquinoline (3), 5,6,7,8,9,10,11-hexahydrobenzo[g]pyrrolo[2,1-a]isoquinoline (5), and pyrrolo[2,1-a]isoquinoline (6) dicarboxylic acid diesters were prepared in 1,3-dipolar cycloaddition reactions between dimethyl acetylenedicarboxylate and the hydrofluoroborate salt of the appropriate Reissert compound. Several of the different methods to prepare Reissert compounds are compared and the carbon-13 nmr spectra for the Reissert compounds are reported. Carbon-13 nmr was used to assign the structures of isomers 10 and 11; the latter compounds arose from a prior reaction in which the cyclization of β-(5,6,7,8-tetrahydro-2-naphthyl)ethylamine N-formate which gave a mixture of hexahydroisoquinolines, 8a and 9a. Pyrrolo[1,2-b]isoquinoline (12) and pyrrolo[2,1-a]isoquinoline dicarboxylic acid diesters were made in munchnone cycloaddition reactions. The latter compound was made from tetrahydroisoquinoline-1-carboxylic acid which was readily prepared from isoquinaldic acid by catalytic reduction. The dehydrogenation of several of the partially saturated compounds is also discussed. |
| تدمد: | 1943-5193 0022-152X |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_________::f93bd45877204d8c0ed9a6b49bfc4ba2Test https://doi.org/10.1002/jhet.5570170318Test |
| حقوق: | CLOSED |
| رقم الانضمام: | edsair.doi...........f93bd45877204d8c0ed9a6b49bfc4ba2 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 19435193 0022152X |
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