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Synthesis of novel 4,5-diazafluoren-9-one derivatives and theoretical study of 3+2 cycloaddition reactions

✍ Scribed by Ramona Danac; Ioan Druta; Alexandru Rotaru; Constantin Ghirvu; Mircea Constantinescu

Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
65 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Some novel salts of 4,5‐diazafluoren‐9‐one N‐monosubstituted have been obtained by using Kröhnke method. The ability of 9‐oxo‐4,5‐diazafluorenium phenacylides (as 1,3‐dipoles) to react with activated symmetric dipolarophiles to give new heterocyclic compounds is presented. The new heterocyclic system of 10,10c‐diazacyclopenta[c]fluoren‐6‐one is illustrated by a series of derivatives. The cycloaddition reaction proceeds, according to the semiempirical study, via a concerted nonsynchronous mechanism.

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