Global Center of Science and Engineering, School of Advanced Science and Engineering , Waseda University , 3-4-1 Okubo , Shinjuku, Tokyo 169-8555 , Japan.
Department of Chemistry and Biochemistry, School of Advanced Science and Engineering , Waseda University , 3-4-1 Okubo , Shinjuku, Tokyo 169-8555 , Japan.
J Org Chem. 2019 Oct 18;84(20):12773-12783. doi: 10.1021/acs.joc.9b01154. Epub 2019 Jul 31.
An efficient method for the asymmetric synthesis of 4-imidazolidinones via an iodine-catalyzed intramolecular N-H/C(sp)-H activation of readily available and abundant feedstocks, amino acids, and amines is described. The reaction proceeded under visible light irradiation to afford a variety of 4-imidazolidinone derivatives under mild conditions in moderate to excellent yields. Secondary and tertiary C(sp)-H bonds were aminated, and various functional groups were tolerated.
描述了一种通过碘催化的易得且丰富的原料(氨基酸和胺)的分子内 N-H/C(sp)-H 活化的不对称合成 4-咪唑烷酮的有效方法。该反应在可见光照射下进行,在温和条件下以中等至优异的收率得到了各种 4-咪唑烷酮衍生物。仲和叔 C(sp)-H 键被胺化,并且各种官能团都可以耐受。