Nickel/Photoredox Dual-Catalyzed Conversion of Allyl Esters to Ketones via the Formal Deletion of Oxygen

被引:7
|
作者
Shimazumi, Ryoma [1 ]
Tanimoto, Riku [1 ]
Tobisu, Mamoru [1 ,2 ]
机构
[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
[2] Osaka Univ, Inst Open & Transdisciplinary Res Initiat ICS OTRI, Innovat Catalysis Sci Div, Suita, Osaka 5650871, Japan
关键词
DECARBOXYLATIVE ALLYLATION; NICKEL; DECARBONYLATION; BONDS; PD;
D O I
10.1021/acs.orglett.3c02606
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report herein the catalytic conversionof allylicesters intothe corresponding ketones by the formal deletion of an oxygen atom.The key to the success of the reaction is the dual use of nickel andphotoredox catalysts; the former mediates C-O bond activationand C-C bond formation, while the latter is responsible fordeoxygenation of the acyloxy group using PPh3 as a stoichiometricreductant. Catalytic replacement of an oxygen atom of an allyl esterwith a tethered alkene is also accomplished.
引用
收藏
页码:6440 / 6445
页数:6
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