80154-20-7Relevant articles and documents
STUDIES ON HETEROCYCLIC COMPOUNDS VI. Synthesis of Thiophene Isoesters of Protoberberine Alkaloids
Jeganathan, S.,Srinivasan, M.
, p. 125 - 138 (2007/10/02)
Synthesis of thiophene isosters of protoberberine alkaloids (6, 12, 19) is described.The Mannich type reaction of the tetrahydroisoquinolines (5, 11) and the thienopyridine (18) with formaldehyde in glacial acetic acid afforded the title compounds.Cyclization of the tetrahydroisoquinoline derivative (23) failed to furnish the D-ring protoberberine isoster (25), but gave an unexpected product, the oxazepinoisoquinoline derivative (24).The conversion of the compound (24) to the 2-substituted isoquinoline (27) is also described.