Metal-Free Multicatalytic Decarbonylation of Aldehydes Driven by Light

被引:0
|
作者
Nouaille, Augustin [1 ]
Terzani, Francesco [1 ]
Fakih, Yara [1 ]
Hannedouche, Jerome [2 ]
Magnier, Emmanuel [1 ]
Gosmini, Corinne [2 ,3 ]
Dagousset, Guillaume [1 ,4 ]
机构
[1] Univ Paris Saclay, Inst Lavoisier Versailles, UVSQ, CNRS UMR 8180, 45 ave Etats Unis, F-78035 Versailles, France
[2] Univ Paris Saclay, Inst Chim Mol & Materiaux Orsay ICMMO, CNRS UMR 8182, Batiment Henri Moissan, 17 avenue Sci, F-91400 Orsay, France
[3] Ecole Polytech, Inst Polytech Paris, Lab Chim Mol, CNRS Route Saclay, F-91128 Palaiseau, France
[4] Univ Paris Saclay, BioCIS, UMR 8076, 17 ave Sci, F-91400 Orsay, France
关键词
decarbonylation; metal-free; photocatalysis; organocatalysis; aldehydes; CATALYTIC DECARBONYLATION; RADICAL CHEMISTRY; HYDROFUNCTIONALIZATION;
D O I
10.1002/anie.202424459
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A metal-free dual photo- and organocatalytic decarbonylation of aliphatic aldehydes is described for the first time. On the one hand, a wide range of tertiary aldehydes are smoothly decarbonylated thanks to the combination of thioxanthone as photocatalyst and diphenyl disulfide as organocatalyst. On the other hand, by simply using 4-CzIPN as photocatalyst instead of thioxanthone, various secondary aldehydes readily undergo decarbonylation in an orthogonal manner, via the in situ formation of 1,4-dihydropyridines. Both methodologies are compatible with various functional groups and are readily applied to the decarbonylation of complex molecules.
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页数:7
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