Metal-free aerobic C-H oxidation of cyclic enones

被引:11
|
作者
Peixoto, P. A.
Cormier, M.
Epane, J. Ekosso
Jean, A.
Maddaluno, J.
De Paolis, M.
机构
[1] Univ Mt St Aignan, Lab COBRA, CNRS UMR 6014, F-76821 Mont St Aignan, France
[2] Univ Mt St Aignan, FR 3038, F-76821 Mont St Aignan, France
[3] INSA Rouen, F-76821 Mont St Aignan, France
来源
ORGANIC CHEMISTRY FRONTIERS | 2014年 / 1卷 / 07期
关键词
LYCOPODIUM ALKALOIDS; ASYMMETRIC-SYNTHESIS; KETONE ANALOGS; HYDROXYLATION; AUTOXIDATION; OXYGEN; DECARBOXYLATION; STEREOCENTERS; CONSTRUCTION; CONVERSION;
D O I
10.1039/c4qo00125g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-free procedure is described for the aerobic and complete C-H methylene oxidation of Hajos-Parrish enones to versatile dihydroindenediones. The synthetic utility of these substrates was illustrated by converting them into highly substituted indanes after an intramolecular Friedel-Crafts conjugate addition. Importantly, the aerobic oxidation was compatible with substrates sensitive to radicals.
引用
收藏
页码:748 / 754
页数:7
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