A novel synthesis of diareno-1,2-diazepines: intramolecular dehydrofluorination of 2,4,6-trimethylphenylazo-derivatives of fluoroaromatic compounds
- 1 January 1984
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 13,p. 832-833
- https://doi.org/10.1039/c39840000832
Abstract
Formation of 1,2-diazepines via intramolecular elimination of hydrogen fluoride derived from methyl and fluorine substituents lying ortho to NN linkages occurs when the azo-compounds 2,4,6-Me3C6H2NNC6F5, 2,4,6-Me3C6H2NNC6F4CF3-4, and 4-(2,4,6-Me3C6H2NN)C5F4N are heated in organic solvents; for example, 2,3,5,6-tetrafluoro-4-(2,4,6-trimethylphenylazo)pyridine cyclizes to give 1,3,4-trifluoro-7,9-dimethyl-11H-pyrido[4,3-c]benzo[1,2]diazepine, the molecular parameters of which have been determined by X-ray crystallography.Keywords
This publication has 0 references indexed in Scilit: