Transannular Reactions in the Dibenzo[a,d]cycloheptene Series. V. Preparation of 10,11-Dihydro-5,10-(iminomethano)-5H-dibenzo[a,d]cycloheptenes

Abstract

Treatment of the ketonitrile 20 with sodium borohydride gave the lactone 3a which underwent ammonolysis to give 10,l l-dihydro-5,10-(iminomethano)-5H-dibenzo[a,d]cyclohepten-l3-one (5a). This compound was used to prepare a number of 12-and 11,12-disubstituted derivatives of the ring system. La reduction du ceto-nitrile 2a par le borohydrure de sodium conduit a la lactone 30 qui, par ammonolyse, donne la dihydro-l0,ll iminomethano-5,lO 5H-dibenzo[n,d]cycloheptene-13 one (50). Ce compose a e t e utilise pour prtparer uncertain nombre de derives substituts en -12 et -1 1,12 dece systeme cyclique.