Facile Shifts of Bromine Atom on C-3 Position of Guaiazulene and Synthesis of Variously Functionalized Azulenes Using These Reactions
作者:Tetsuo Nozoe、Sumio Ishikawa、Kimio Shindo
DOI:10.1246/cl.1989.353
日期:1989.2
while in benzene it afforded various side-chain-brominated compounds. Shifts of bromine atom catalyzed by succinimide were observed in benzene, presumably via intermolecular radical pathways. Using these reactions, various side-chain-functionalyzed derivatives of 1, including epoxy compounds, were prepared.
Autoxidation of guaiazulene was examined in detail under the following conditions: in a highly diluted DMF solution, in DMF in the presence of acid or base (at 80–100 °C), and as solid state under sunlight or in the dark (at 25–50 °C). In all cases a wide variety of products were obtained (33 separable compounds altogether), and a comparable study on the distribution of the products under the various