title: Polycyclic N-heterocyclic compounds. Part 63: Improved synthesis of 5-amino-1,2-dihydrofuro[2,3-c]isoquinolines via truce-smiles rearrangement and subsequent formation to furo[2,3-c]isoquinoline.
abstract: An improved synthesis of 5-amino-1,2-dihydrofuro[2,3-c]isoquinoline has been achieved using a slight modification of reaction conditions for the Truce-Smiles rearrangement. Acid treatment of the obtained 5-amino-1,2-dihydrofuro[2,3-c]isoquinolines gave unexpected ring-opened spiro ring compounds. The previously unreported parent compound, furo[2,3-c]isoquinoline, was also synthesized.
authors.affiliation: Gifu Pharmaceutical University, Gifu 501-1196, Japan. okuda@gifu-pu.ac.jp
authors.forename: Kensuke
authors.initials: K
authors.lastname: Okuda
authors.forename: Masahiko
authors.initials: M
authors.lastname: Yoshida
authors.forename: Takashi
authors.initials: T
authors.lastname: Hirota
authors.forename: Kenji
authors.initials: K
authors.lastname: Sasaki
mesh_terms: D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C549737:5-amino-1,2-dihydrofuro(2,3-c)isoquinoline; D006571:Heterocyclic Compounds; D007546:Isoquinolines; D011083:Polycyclic Compounds; C549738:furo(2,3-c)isoquinoline