Facile access to sterically hindered aryl ketones via carbonylative cross-coupling: application to the total synthesis of luteolin
作者:B. Michael O’Keefe、Nicholas Simmons、Stephen F. Martin
DOI:10.1016/j.tet.2011.03.074
日期:2011.6
achieving the carbonylative cross-coupling of sterically hindered, ortho-disubstituted aryl ketones is reported. The commercially available PEPPSI-IPr catalyst is shown to efficiently promote the carbonylative cross-coupling of hindered ortho-disubstituted aryl iodides to give diaryl ketones; traditional phosphine catalysts are less effective. Carbonylative Suzuki-Miyaura cross-couplings provide a diverse array
报道了实现空间位阻、邻二取代芳基酮的羰基化交叉偶联的通用和温和的方案。市售的 PEPPSI-IPr 催化剂被证明可以有效地促进受阻邻位二取代芳基碘化物的羰基化交叉偶联,得到二芳基酮;传统的膦催化剂效果较差。羰基化 Suzuki-Miyaura 交叉偶联提供了多种联芳基酮,产率从高到高。还显示相同的催化剂催化羰基化 Negishi 交叉偶联反应,利用各种炔基-锌试剂产生相应的炔基芳基酮。报道了这种新方法在天然产物木犀草素合成中的应用。