29494-50-6Relevant academic research and scientific papers
Synthesis of 1,3-Diketones and β-Keto Thioesters via Soft Enolization
Aderibigbe, Sabrina O.,Coltart, Don M.
, p. 9770 - 9777 (2019/08/27)
Ketones and thioesters undergo soft enolization and acylation using crude acid chlorides on treatment with MgBr2·OEt2 and i-Pr2NEt to give 1,3-diketones and β-keto thioesters, respectively. The use of crude acid chlorides adds efficiency and cost reduction by avoiding the need to purify and/or purchase them. The process is conducted in a direct fashion that does not require prior enolate formation, further enhancing its efficiency and making it very easy to carry out. The method is suitable for large scale applications. ?
Triethylgallium as a nonnucleophilic base to generate enolates from ketones
Nishimura, Yoshio,Miyake, Yutaka,Amemiya, Ryo,Yamaguchi, Masahiko
, p. 5077 - 5080 (2007/10/03)
(Chemical Equation Presented) Triethylgallium deprotonated cyclic and acyclic ketones at 125-175°C without forming carbonyl addition products, and the resulting gallium enolates underwent facile C-benzoylation and an aldol reaction. Unsymmetrical ketones were preferentially enolized at the methylene moiety, which was under kinetic control.
