Visible-Light, Photoredox-Mediated Oxidative Tandem Nitroso-Diels-Alder Reaction of Arylhydroxylamines with Conjugated Dienes

被引:11
作者
Santacroce, Veronica [1 ,3 ]
Duboc, Raphael [1 ]
Malacria, Max [1 ,2 ]
Maestri, Giovanni [3 ]
Masson, Geraldine [1 ]
机构
[1] Univ Paris Saclay, Univ Paris Sud, CNRS UPR 2301, Inst Chim Subst Nat, 1 Ave Terrasse, F-91198 Gif Sur Yvette, France
[2] UPMC Sorbonne Univ, IPCM, UMR CNRS 7201, 4 Pl Jussieu,C 229, F-75005 Paris, France
[3] Univ Parma, Dipartimento Chim, 17-A Parco Area Sci, I-43124 Parma, Italy
关键词
Photocatalysis; Oxidative tandem; Nitroso-Diels-Alder reaction; Radicals; Nitrogen heterocycles; CATALYZED AEROBIC OXIDATION; ACYLNITROSO ENE REACTION; HYDROXAMIC ACIDS; ACYL-NITROSO; ORGANIC-SYNTHESIS; SYNTHETIC APPLICATIONS; MECHANISTIC INSIGHTS; ARYLBORONIC ACIDS; COUPLING REACTION; MILD OXIDATION;
D O I
10.1002/ejoc.201601492
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Arylhydroxylamines were used in the nitroso-Diels-Alder reaction to generate in situ nitrosoarenes under visible-light, catalytic and aerobic conditions. Mixing a solution of aryl- or heteroarylhydroxylamines with conjuguated dienes in the presence of a catalytic amount of Ru(bpy)(3)Cl-2 afforded 3,6-dihydro-1,2-oxazines in good yields under an oxygen atmosphere.
引用
收藏
页码:2095 / 2098
页数:4
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