1112-35-2Relevant academic research and scientific papers
The Thermolysis of Heterocyclic Aminimines
Posvic, Harvey,Meireles, Jorge C. de
, p. 1241 - 1243 (2007/10/02)
Aminimines derived from six heterocyclic tertiary amines were thermolyzed in t-butyl alcohol at ca. 80 deg.N-Methylindoline gave a good yield of the ring-opened product, and a double elimination on 1,4,4-trimethylpiperidine gave 3,3-dimethyl-1,4-pentadiene.The aminimine derived from quinuclidine was stable to elimination under these conditions.Simple elimination products were not obtained from N-methylpyrrolidine, N-methylpiperidine, or N-methyltetrahydroisoquinoline.
Mechanistic Aspects of Gas-Phase Photodecarbonylation Reactions of Bicyclohexanones
Mariano, Patrick S.,Bay, Elliott,Watson, Darrell G.,Rose, Timothy,Bracken, Christopher
, p. 1753 - 1762 (2007/10/02)
The gas-phase photodecarbonylation and photofragmentation reactions of substituted bicyclohexan-3-ones have been studied in detail.Photolysis of these ketones yields 1,3-dienes, vinylcyclopropanes, and 1,4-dienes as detectable products.The possible mechanisms for these reactions are discussed in light of the regiochemical and stereochemical results obtained.In addition, methyl substitution at C-6 and C-2 of these ketones has been shown to have a pronounced effect on both product ratios and overall reaction efficiency.These effects are discussed in terms of stereoelectronic and electronic controls of rates of cyclopropane ring opening of intermediate acylcyclopropylcarbinyl diradicals.
