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]BENZOXAZEPINE MALEATE

摘要

4,5-Dihydro-3-(4-pyridinyl)-thieno[4,3,2-ef][1,4]benzoxazepine maleate 2 has been synthesized from 3-amino-4-fluorobenzo[b]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-de][1,3] benzoxazine 10. A proposed mechanism for this rearrangement is discussed. [References: 5]