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FeCl3·6H2O-Catalyzed Tandem Alkylation–Hydrolysis Reaction of Chain α-Oxo Ketene Dithioacetals with Alcohols: Efficient Synthesis of α-Alkylated β-Oxo Thioesters

作者:Haifeng Yu, Lijuan Zhao, Quanping Diao, Tiechun Li, Peiqiu Liao, Dongyan Hou, Guang Xin · 发表于:Synlett · 年份:2017 · DOI:10.1055/s-0036-1588982 · 被引用次数:13 · 研究领域:Synthesis of heterocyclic compounds、Chemical Synthesis and Reactions、Carbon dioxide utilization in catalysis

A novel FeCl3·6H2O-catalyzed tandem Friedel–Crafts alkylation–hydrolysis reaction between chain α-oxo ketene dithioacetals and alcohols to afford α-alkylated β-oxo thioesters has been successfully developed. The reaction is efficient in the presence of catalyst loading as low as 30 mol% in MeCN at room temperature, and a wide variety of α-alkylated β-oxo thioesters are efficiently synthesized in good yields.