105397-59-9Relevant academic research and scientific papers
THE FLOW THERMOLYSES OF 1-ISOBUTENYL ALKYNYL- AND 2-METHYLPHENYL ALKYNYL KETONES. SYNTHESIS OF METHYLENOMYCIN B
Koller, Manuel,Karpf, Martin,Dreiding, Andre S.
, p. 19 - 22 (2007/10/02)
The gas flow thermolyses of 1-isobutenyl alkynyl and 2-methylphenyl alkynyl ketones were found to lead to phenols and to cyclopentenones.The results are explained by a 5-ring carbene process (the known α-alkynone cyclization) and a 6-ring as well as a 5-ring addition process.The latter two (novel) processes are thought to be intramolecular "C-H to CC additions" in two directions.The 5-ring addition process was used in a short (but low yield) synthesis of methylenomycin B.
