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.
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.
Okuda
Kensuke
K
Gifu Pharmaceutical University, Gifu 501-1196, Japan. okuda@gifu-pu.ac.jp
Yoshida
Masahiko
M
Hirota
Takashi
T
Sasaki
Kenji
K
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
C549737:5-amino-1,2-dihydrofuro(2,3-c)isoquinoline; D006571:Heterocyclic Compounds; D007546:Isoquinolines; D011083:Polycyclic Compounds; C549738:furo(2,3-c)isoquinoline