ChemInform Abstract: Synthesis of N‐Substituted 9‐[2‐(3,4‐Methylenedioxyphenyl)‐2‐oxoethyl] ‐1,5‐dinitro‐7,8‐benzo‐3‐azabicyclo[3.3.1]non‐7‐en‐6‐ones.

Abstract

Synthesis of N-Substituted 9-[2-(3,4-Methylenedioxyphenyl)-2-oxoethyl]-1,5-dinitro-7,8-benzo-3-azabicyclo[3.3.1]non-7-en-6-ones.-The Yanovskii σ-adduct (III), existing as disodium salt, underwents a straight aminomethylation reaction to the bicyclic products (VI). The compliance with a pH value between 5 and 6 (adjusted with 20% orthophosphoric acid) is described as determining factor because of the instability of the intermediate (III) and because of a concurrent protonation reaction. -(YAKUNINA, I. E.; ATROSHCHENKO, Y. M.; SHAHKHELDYAN, I. V.; KOBRAKOV, K. I.; TROIZKIY, N. A.; BOIKOVA, O. I.; Chem. Heterocycl. Compd. (N. Y.) 43 (2007) 9, 1174-1180; Tolstoi Tula State Pedagog. Univ., Tula 300026, Russia; Eng.) -H. Haber 19-168