Department of Chemistry, Ben-Gurion University of the Negev , Beer-Sheva 84105, Israel.
J Org Chem. 2018 Jan 19;83(2):723-732. doi: 10.1021/acs.joc.7b02708. Epub 2018 Jan 2.
The copper(II) trifluoromethanesulfonate-catalyzed Pummerer reaction of β-ketosulfoxides with 1,3-dicarbonyl compounds or π-nucleophiles such as phenols, arenes, and tetraallylsilane is reported. The mild conditions provide an efficient entry to a novel class of polysubstituted 3-alkylthiofuran and polysubstituted 3-thiobenzofuran heterocycles from readily available materials.
报道了三氟甲磺酸铜(II)催化的β-酮亚砜与 1,3-二羰基化合物或芳基、苯、四烯丙基硅烷等π-亲核试剂的 Pummerer 反应。温和的条件为从易得的原料合成新型多取代 3-烷基硫代呋喃和多取代 3-硫代苯并呋喃杂环提供了一种有效的方法。