77901-30-5Relevant academic research and scientific papers
Electrochemical α-Arylation of Ketones via Anodic Oxidation of in Situ Generated Silyl Enol Ethers
Jud, Wolfgang,Sommer, Florian,Kappe, C. Oliver,Cantillo, David
, p. 16026 - 16034 (2021)
An electrochemical procedure for the α-arylation of ketones has been developed. The method is based on the generation and one-pot anodic oxidation of silyl enol ethers in the presence of the arene. This strategy avoids isolation of the silyl enol intermediate and the utilization of external supporting electrolytes. Intermolecular arylations, which had not been reported so far, are possible when electron-rich arenes are utilized as coupling partners. The method has been demonstrated for a wide variety of aryl ketones and activated arenes, with moderate to good yields (up to 69%) obtained. Mechanistic insights and a theoretical rationale that explains the ketone α-arylation versus dimerization selectivity are also presented.
THE BF3-CATALYZED DECOMPOSITION OF DIAZO CARBONYL COMPOUNDS IN NITRILES. FORMATION OF ENAMIDES
Ibata, Toshikazu,Yamamoto, Masahiko
, p. 161 - 164 (2007/10/02)
The BF3-catalyzed decomposition of α-diazoacetophenones in acetonitrile, propionitrile, or methyl thiocyanate in the presence of 1,3,5-trimethoxybenzene produced enamides (7) in good yield.
