Synthesis of tert-Butyl Peroxyacetals from Benzyl, Allyl, or Propargyl Ethers via Iron-Promoted C-H Bond Functionalization

被引:33
作者
Iwata, Satoshi [1 ]
Hata, Takeshi [1 ]
Urabe, Hirokazu [1 ]
机构
[1] Tokyo Inst Technol, Dept Biomol Engn, Grad Sch Biosci & Biotechnol, Midori Ku, Yokohama, Kanagawa 2268501, Japan
关键词
tert-butyl hydroperoxide; C?H functionalization; iron; oxidation; peroxyacetals; peroxyorthoesters; CYTOCHROME-P-450 TYPE OXIDATION; SILYL KETENE ACETALS; SATURATED-HYDROCARBONS; CATALYZED OXIDATION; CYCLIC ACETALS; ACTIVATION; ADJACENT; HYDROPEROXIDE; ALPHA; NITROGEN;
D O I
10.1002/adsc.201200410
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
When benzyl, allyl, and propargyl ethers were treated with tert-butyl hydroperoxide and a catalytic amount of iron(III) acetylacetonate, tert-butyl peroxyacetals were produced in good to excellent yields, via C?H bond functionalization. This method is also applicable to ethylene acetals of unsaturated aldehydes to give peroxyorthoesters.
引用
收藏
页码:3480 / 3484
页数:5
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