1965 年 85 巻 10 号 p. 871-875
In order to synthesize 3-methyl-1, 2, 3, 4, 5, 6-hexahydro-2, 6-methanobenzo [d] [1, 3] diazocine (I), the route shown in Chart 1 was followed, starting with 4-ethoxycarbonylmethylcar-bostyril (III) and 4-(2-methylaminoethyl)-3, 4-dihydrocarbostyril (XI) was obtained via IV, VI, IX, and X. The Ladenburg reduction of XI furnished the objective cyclized compound (I). Although there are literature regarding reductive cyclization of 3-(2-aminoethyl)-oxindole derivative, it is interesting that a reductive cyclization was effected in a six-membered ring lactam like XI.