32676-25-8Relevant academic research and scientific papers
Regioselective Intramolecular Rearrangements in 1,2-Bis(areneazo)cycloalkenes via Triazolium Imide 1,3-Dipoles: Examples of a New Fischer Indole-type Rearrangement. Azolium 1,3-Dipoles. Part 2.
Butler, Richard N.,Gillan, Ann M.,James, John P.,Evans, Ann M.
, p. 159 - 163 (2007/10/02)
1,2-Bis(areneazo)cycloalkenes (2) (6 carbons and higher) when heated or treated with acid rearrange to hydro derivatives of fused 2,4-diarylcyclopolyenotriazoles (3).The rearrangement, which was regioselective and intramolecular, occured through a 1,2,3-triazolium imide 1,3-dipole form of the substrates (2).Synthesis, structural effects, a variable-temperature 270 MHz n.m.r. search for intermediates, and some kinetic studies are reported.The reaction is a new variation of the Fischer indole reaction.
