169900-79-2Relevant academic research and scientific papers
A novel ring cleavage and recyclization of N-cyanomethyl-1,2,3,4-tetrahydroisoquinolinium methiodides: A biomimetic synthesis of litebamine
Hara, Hiroshi,Kaneko, Ken-Ichi,Endoh, Masaki,Uchida, Hideharu,Hoshino, Osamu
, p. 10189 - 10204 (1995)
Treatment of N-cyanomethyl-6-hydroxy-1,2,3,4-tetrahydroisoquinolinium methiodide (1) with NaOMe in MeOH caused C1-N fission and simultaneous recyclization to give 8-hydroxy-5-methoxymethyl-1,2,3,4-tetrahydroisoquinoline (2). By using of the rea
A novel rearrangement of N-cyanomethylhydroxytetrahydroisoquinolinium methiodides under basic conditions
Hara, Hiroshi,Endoh, Masaki,Kaneko, Ken-ichi,Hoshino, Osamu
, p. 249 - 252 (2007/10/02)
Reaction of N-cyanomethylisoquinolinium methiodide (2a) with sodium methoxide gave a rearranged tetrahydroisoquinolin-8-ol (5a) in high yield.With 1- or 4-substituted N-cyanomethylisoquinolinium (2b-d) and 8-hydroxytetrahydroisoquinolinium methiodides (2f
