Synthesis of the novel thieno[4,3,2-ef][1,4]benzoxazepine ring system: 4,5-Dihydro-3-(4-pyridinyl)thieno[4,3,2-ef][1,4]benzox-azepine maleate

Autor:	Dirk Friedrich, John Dick Tomer, Gregory M. Shutske
Rok vydání:	1997
Předmět:	chemistry.chemical_compound Nucleophile Chemistry Intramolecular force Organic Chemistry Thiophene Hemiaminal Azepine Ring (chemistry) Medicinal chemistry
Zdroj:	Journal of Heterocyclic Chemistry. 34:1769-1772
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570340621
Popis:	4,5-Dihydro-3-(4-pyridinyl)-thieno[4,3,2-ef][1,4]benzoxazepine maleate 2 has been synthesized from 3-amino-4-fluorobenzo[fc]thiophene by employing an intramolecular nucleophilic aromatic fluoride displacement. In the presence of strong base and heat, 2 rearranges to form the isomeric hemiaminal, 3,4-dihydro-4-methyl-3-(4-pyridinyl)thieno[4,3,2-ef][1,3]benzoxazine 10. A proposed mechanism for this rearrangement is discussed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1fee535f8e89be777d952a0f6b2b6868 https://doi.org/10.1002/jhet.5570340621 Zobrazit plný text záznamu Plný text