Novel Synthesis of <i>Exo</i>-Benzocycloheptene-1,5-diones Utilizing Base-Mediated Tandem Carbocyclic Two-Atom Ring-Expansion Reaction of Hydroxy Methoxyallenylindanones
作者:Ill-Yun Jeong、Yoshimitsu Nagao
DOI:10.1055/s-1999-2687
日期:1999.5
The intramolecular tandem two-carbon ring expansion was accomplished by the treatment of 2,2-dialkyl-3-hydroxy-3-(1-methoxyallenyl)indanones 1 with some strong bases to afford the corresponding exo-benzocycloheptene-1,5-diones 3.
Palladium(0)-catalyzed one-atom ringexpansion of various hydroxy methoxyallenyl compounds has been achieved in excellent yields without the use of aryl halides. Hydroxy methoxyallenylisoindolinones, -indanones, and -phthalans have been readily converted to the corresponding isoquinolones, naphthoquinones, and isochromanones in the presence of P(o-tolyl)(3).