Abstract
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 that 2-ethynylbenzaldehyde O-methyloximes underwent cyclization in the presence of primary and secondary alcohols to give 3- substituted isoquinolines.
| Original language | English |
|---|---|
| Pages (from-to) | 669-672 |
| Number of pages | 4 |
| Journal | Chemical and Pharmaceutical Bulletin |
| Volume | 48 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 2000 May |
Keywords
- 2-ethynylbenzaldehyde
- Cyclization
- Isoquinoline
- N-oxide
- Palladium- catalyzed reaction
ASJC Scopus subject areas
- Chemistry(all)
- Drug Discovery