Synthesis of Thioureas, Thioamides, and Aza-Heterocycles via Dimethyl-Sulfoxide-Promoted Oxidative Condensation of Sulfur, Malonic Acids, and Amines
作者:Trung Hieu Do、Supasorn Phaenok、Darunee Soorukram、Tina Modjinou、Daniel Grande、Thi Thanh Tam Nguyen、Thanh Binh Nguyen
DOI:10.1021/acs.orglett.3c02247
日期:2023.9.1
Malonic acid and derivatives have been well-known to undergo monodecarboxylation under relatively mild conditions and have been exclusively used as a C2 synthon. We report herein their new application as a C1 synthon via double decarboxylation promoted by sulfur and dimethyl sulfoxide. In the presence of amines as nucleophiles, a wide range of thioureas and thioamides as well as N-heterocycles were
众所周知,丙二酸及其衍生物在相对温和的条件下进行单脱羧,并专门用作C 2合成子。我们在此报道了它们作为 C 1合成子的新应用,通过硫和二甲亚砜促进的双脱羧作用。在胺作为亲核试剂存在的情况下,在温和的加热条件下,可以以良好至优异的产率获得各种硫脲和硫代酰胺以及N-杂环。