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

被引：66
作者：
Li, Yan-Lin [1 ,2 ]
Li, Wen-Duo [1 ,2 ]
Gu, Zheng-Yang [1 ]
Chen, Jie [1 ]
Xia, Ji-Bao [1 ]
机构：
[1] Lanzhou Inst Chem Phys LICP, Lanzhou, Gansu, Peoples R China
[2] Univ Chinese Acad Sci, Beijing, Peoples R China
来源：
ACS CATALYSIS | 2020年 / 10卷 / 02期
关键词：
synergistic catalysis; photoredox catalysis; nickel; reductive coupling; 1,3-diene; SINGLE-ELECTRON TRANSMETALATION; TRANSFER HYDROGENATION; CARBONYL-COMPOUNDS; NICKEL CATALYSIS; VISIBLE-LIGHT; DUAL CATALYSIS; ALLYLATION; DIENES; HOMOALLYLATION; ALCOHOL;
D O I：
10.1021/acscatal.9b05137
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
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 pi-allylnickel intermediate via Ni-H insertion of 1,3-diene in this synergistic catalytic process.
引用
收藏
页码：1528 / 1534
页数：13
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