The Cyclization Reaction of Ortho-Ethynylbenzalddehyde Derivatives into Isoquinoline Derivatives
2000 年 48 巻 5 号 p. 669-672
詳細
2000 年 48 巻 5 号 p. 669-672
In order to elucidate the reaction mechanism of the cyclization between an ethynyl group and an imino group at the ortho-position on an aromatic ring to afford isoquinolines, reaction of 2-ethynylbenzaldehydes under various conditions was examined. It is concluded that reaction proceeds via an ionic process and the isoquinoline 4-hydrogen atom derives from the solvent. In addition, it was found taht 2-ethynylbenzaldehyde O-methyloximes underwent cycliazation in the presence of primary and secondary alcohols to give 3-substituted isoquinolines.
