Reactivity of Isocoumarins. V. Reaction of 1-Ethoxyisochroman with Active Methylene Compounds
Ishikawa, T; Yamato, M
| HERO ID | 4933105 |
|---|---|
| In Press | No |
| Year | 1982 |
| Title | Reactivity of Isocoumarins. V. Reaction of 1-Ethoxyisochroman with Active Methylene Compounds |
| Authors | Ishikawa, T; Yamato, M |
| Journal | Chemical and Pharmaceutical Bulletin |
| Volume | 30 |
| Issue | 5 (1982) |
| Page Numbers | 1594 |
| Abstract | Active methylene compounds, diethyl malonate, α-tetralone, dimedone, acetyl-acetone, malononitrile, and diketene, were reacted with 1-ethoxyisochroman (1) to give the corresponding 1-substituted isochroman derivatives, 4, 5, 6, 7, 8, 9, 10, and 11, respectively. When 4 was treated with sodium ethoxide or potassium tert-butoxide, ethyl 1, 4-dihydro-2-naphthoate (14a), ethyl 1, 2-dihydro-2-naphthoate (14b), and ethyl 2-naphthoate (13) were obtained. On the other hand, the reaction of 2-(1-isochromanyl) cyclohexanone (3) with potassium tert-butoxide afforded 9-formyl-1, 2, 3, 4-tetrahydroanthracene (20) and 1, 2, 3, 4, 9, 10-hexahydroanthracene (21). The conversion mechanisms of 1-substituted isochromans (2, 3, 4, and 7) into naphthalenes (13, 14a, b, and 18) and 1, 2, 3, 4-tetrahydroanthracenes (20 and 21) are proposed. |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |