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Synthesis of 1,3-Diketones and β-Keto Thioesters via Soft Enolization
Sabrina O Aderibigbe1, Don M Coltart1
1Department of Chemistry , University of Houston , Houston , Texas 77204 , United States.
Abstract:
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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