N-Heterocyclic carbene-catalyzed deaminative cross-coupling of aldehydes with Katritzky pyridinium salts
作者:Inwon Kim、Honggu Im、Hyeonyeong Lee、Sungwoo Hong
DOI:10.1039/d0sc00225a
日期:——
By employing an N-heterocyclic carbene (NHC) catalyst, we developed a versatile catalytic system that enables deaminative cross-coupling reactions of aldehydes with redox-active pyridinium salts. Katritzky pyridinium salts behave as single-electron oxidants capable of generating alkyl radicals enabled by the redox properties of the enolate form of Breslow intermediates. The resultant alkyl radical
通过使用N-杂环卡宾(NHC)催化剂,我们开发了一种通用的催化系统,该系统可实现醛与氧化还原活性吡啶鎓盐的脱氨性交叉偶联反应。Katritzky吡啶鎓盐起单电子氧化剂的作用,能够通过Breslow中间体的烯醇化物形式的氧化还原特性来生成烷基自由基。生成的烷基与NHC结合的醛衍生的羰基碳基团进行有效重组,形成C–C键。温和且无过渡金属的反应条件可耐受各种官能团,并且通过修饰一系列肽原料并将其应用于烯烃的三组分双碳官能化,进一步证明了其实用性。