2-(置換ベンジル)-1一プロペニリデン化合物の分子内環化反応を用いたナフタレン類の合成

抄録

Reactions of 2-cyano-4-(m-methoxypheny1)-3-methy1-2-butenenitrile (2) and ethyl 2cyano-4-(m-methoxypheny1)-3-methyl-2-butenoate (3) with concentrated sulfuric acid afforded 2, 3, 6-trisubstituted 1-naphthylamines ( 4 ) and (5 ), respectively. Reaction of (3)with acetamide afforded 2, 3, 8- and 2, 3, 6-trisubstituted 1-naphthols, (6 ) and ( 7). Compounds, (8 ) and ( 9 ) obtained by methylation of (6 ) and (7), reacted with methylmagnesium iodide to give 2-acetyl-1-naphthols, (1O) and (1 1), which were analogous to musizin (2acetyl-3-methy1-1, 8-naphthalenediol).