Bidentate auxiliary-directed alkenyl C–H allylation <i>via exo</i>-palladacycles: synthesis of branched 1,4-dienes
作者:Cong Shen、Xiunan Lu、Jian Zhang、Liyuan Ding、Yaling Sun、Guofu Zhong
DOI:10.1039/c9cc07466j
日期:——
alkenyl C–H allylation by an exo-palladacycle intermediate is demonstrated, employing unactivated (Z)-alkenes and allyl carbonates. With the use of an 8-aminoquinoline (AQ) derived amide as the directing group, the N,N-bidentate-chelation-assisted C–H activation protocol proceeded under mild and oxidant-free conditions with excellent selectivity. The utility of this approach is demonstrated by the preparative
通过使用未活化的(Z)烯烃和碳酸烯丙酯,证实了通过exo- palladacycle中间体进行的烯基CH烯丙基化。通过使用8-氨基喹啉(AQ)衍生的酰胺作为指导基团,N,N-双齿螯合辅助的C–H活化方案在温和且无氧化剂的条件下进行,具有优异的选择性。该方法的实用性由制备规模,不可分离的Z / E烯烃的选择性转化以及易于除去酰胺助剂以提供相应的酯来证明。