Journal of Organic Chemistry p. 9770 - 9777 (2019)
Update date:2022-07-29
Topics: Synthesis Experimental 1,3-Diketones Soft enolization β-Keto thioesters
Aderibigbe, Sabrina O.
Coltart, Don M.
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. ?
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