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Paper | Regular issue | Vol 36, No. 4, 1993, pp.691-699
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6143
3H-Azirino[1,2-d][1,4]benzodiazepin-4(5H)-ones: Synthesis and Stereochemistry

Alba Chimirri,* Silvana Grasso, Anna-Maria Monforte, Giovanni Romeo, and Maria Zappala

*Dipartimento Farmaco-Chimico, Università di Messina, Viale Annunziata, 98168 Messina, Italy


The synthesis of 5-alkyl-1,9b-dihydro-3H-azirino[1,2-d][1,4]benzodiazepin-4(5H)-ones by cycloaddition of dichlorocarbene to N1-alkyl-1,4-benzodiazepine derivatives, is described. The lack of reactivity in analogous N1-H derivatives is explained on the basis of electronic factors.