Photoredox Ni-Catalyzed Branch-Selective Reductive Coupling of Aldehydes with 1,3-Dienes

作者：Yan-Lin Li, Wen‐Duo Li, Zheng‐Yang Gu, Jie Chen, Ji‐Bao Xia · 发表于：ACS Catalysis · 年份：2019 · DOI：10.1021/acscatal.9b05137 · 被引用次数：95 · 研究领域：Catalytic C–H Functionalization Methods、Radical Photochemical Reactions、Oxidative Organic Chemistry Reactions

We report here a Ni-catalyzed reductive coupling of aldehydes with widely available 1,3-dienes under visible-light photoredox dual catalysis. The homoallyic alcohols are obtained in broad scope with complete branched regioselectivity. Hantzsch ester is used as the hydrogen radical source to oxidize low-valent nickel salt affording Ni–H species. Preliminary mechanistic studies indicate a successive single-electron transfer (SET) pathway and the generation of a key π-allylnickel intermediate via Ni–H insertion of 1,3-diene in this synergistic catalytic process.