Amer Mostafa M, Carrasco Ana C, Leonard Daniel J, Ward John W, Clayden Jonathan
School of Chemistry , University of Bristol , Cantock's Close , Bristol BS8 1TS , U.K.
School of Chemistry , University of Manchester , Oxford Road , Manchester M13 9PL , U.K.
Org Lett. 2018 Dec 21;20(24):7977-7981. doi: 10.1021/acs.orglett.8b03551. Epub 2018 Dec 5.
Imidazolidinone derivatives of a range of aromatic α-amino acids, on treatment with phosgene and potassium iodide, undergo a mild Bischler-Napieralski-style cyclocarbonylation reaction that generates a tricyclic lactam by insertion of a C═O group between amino acid nitrogen and the ortho position of the aryl substituent. Regio- and diastereoselective functionalization of the lactam generates a library of substituted dihydroisoquinolinones and their congeners in enantioenriched form.
一系列芳香族α-氨基酸的咪唑烷酮衍生物，在用光气和碘化钾处理时，会发生温和的Bischler-Napieralski式环羰基化反应，通过在氨基酸氮和芳基取代基的邻位之间插入一个C═O基团生成三环内酰胺。内酰胺的区域和非对映选择性官能化以对映体富集的形式生成了一系列取代二氢异喹啉酮及其类似物。
