Premium
Synthesis of novel 4,5‐diazafluoren‐9‐one derivatives and theoretical study of 3+2 cycloaddition reactions
Author(s) -
Danac Ramona,
Druta Ioan,
Rotaru Alexandru,
Ghirvu Constantin,
Constantinescu Mircea
Publication year - 2004
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570410621
Subject(s) - chemistry , cycloaddition , computational chemistry , 1,3 dipolar cycloaddition , medicinal chemistry , reaction mechanism , organic chemistry , stereochemistry , catalysis
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.