TY - JOUR
T1 - Polycyclic N-heterocyclic compounds. Part 631 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
AU - Okuda, Kensuke
AU - Yoshida, Masahiko
AU - Hirota, Takashi
AU - Sasaki, Kenji
PY - 2010/3
Y1 - 2010/3
N2 - 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.
AB - 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.
KW - Furo[2,3-b]pyridine
KW - Furo[2,3-c]isoquinoline
KW - Heterocycle
KW - Spiro[cyclopropane-(1,4′)-isoquinoline]
KW - Truce-smiles rearrangement
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U2 - 10.1248/cpb.58.363
DO - 10.1248/cpb.58.363
M3 - Article
C2 - 20190442
AN - SCOPUS:77649281339
VL - 58
SP - 363
EP - 368
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
SN - 0009-2363
IS - 3
ER -