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Paper | Regular issue | Vol 43, No. 1, 1996, pp.71-90
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7219
Preparation of 2-Substituted 1,3-Bis(benzotriazol-1-yl)isoindolines by the Double Mannich Condensation Reaction of o-Phthalaldehyde with Primary Amines in the Presence of 1,2,3-1H-Benzotriazole

Ichiro Takahashi,* Mikio Tsuzuki, Hiroshi Yokota, Toshio Morita, Hidehiko Kitajima, and Kimio Isa

*Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Fukui University, Bunkyo, Fukui 910, Japan


The preparation of isoindolines (1,3-dihydro-2H-isoindoles) possessing two reactive centers as mixed aminals is investigated. In the double Mannich condensation reaction of o-phthalaldehyde with a variety of primary amines in the presence of 1,2,3-1H-benzotriazole (Bt-H) in MeCN, Bt-substituted isoindolines are obtained in fair to good yields when anilines are used as amines.