Department of Chemistry and Biochemistry, College of Science, and ‡Department of Pharmacology and Toxicology, College of Pharmacy, The University of Arizona , Tucson, Arizona 85721, United States.
Org Lett. 2017 May 5;19(9):2238-2241. doi: 10.1021/acs.orglett.7b00710. Epub 2017 Apr 14.
A new postcondensation multicomponent reaction (MCR) methodology, comprising oxidative deaminations enabling access to multiple privileged carbonyl-containing scaffolds in two steps, is described. These protocols allow facile access to functionalized α-ketoamide and α-ketotetrazole small-molecule peptidomimetic-like building blocks from prototypical synthons with two points of diversity. Incorporation of chalcone and alkynyl moieties with further ring-forming reactions enables access to additional novel heterocyclic ring systems, including a unique and potentially highly pharmacologically relevant scaffold, a 1,2-selenazol-3(2H)-one.
描述了一种新的后缩合多组分反应（MCR）方法，包括氧化脱氨反应，可在两步内获得多个含多羰基的优势骨架。这些方案可从具有两个多样性点的典型前体合成子中轻松获得功能化的α-酮酰胺和α-酮四唑小分子肽模拟物构建块。引入查尔酮和炔基部分并进行进一步的环形成反应可获得更多的新型杂环系统，包括一个独特且可能具有高度药理学相关性的骨架，即 1,2-硒唑-3(2H)-酮。
