Department of Chemistry, National Institute of Technology, Tiruchirappalli 620015, Tamilnadu, India.
Org Biomol Chem. 2021 Aug 28;19(32):7061-7065. doi: 10.1039/d1ob01181b. Epub 2021 Aug 3.
Herein, we disclose a metal-free novel approach for the synthesis of N-(α-substituted)alkyl sulfoximines/sulfonimidamides via one-pot multicomponent Petasis reactions of aryl boronic acids, ortho-hydroxyarylaldehydes and sulfoximines/sulfonimidamides in moderate to very good yields. The presence of two chiral centres provides a mixture of diastereomers almost in a 1 : 1 ratio, which are separated successfully in most of the cases. The -OH functionality of Petasis products is further utilized to derive heterocycles via O-allylation, followed by intramolecular Heck cyclization, proving the synthetic utility of the products.
在此，我们公开了一种通过一锅多组分 Petasis 反应从芳基硼酸、邻羟基芳醛和亚砜亚胺/磺酰胺合成 N-(α-取代)烷基亚砜亚胺/磺酰胺的无金属新方法，产率中等至非常好。两个手性中心的存在提供了几乎 1:1 比例的非对映异构体混合物，在大多数情况下可以成功分离。Petasis 产物的-OH 官能团进一步用于通过 O-烯丙基化衍生杂环，然后进行分子内 Heck 环化，证明了产物的合成实用性。
