Wacker-Type Oxidation Using an Iron Catalyst and Ambient Air: Application to Late-Stage Oxidation of Complex Molecules

被引:82
|
作者
Liu, Binbin [1 ]
Jin, Fengli [1 ]
Wang, Tianjiao [1 ]
Yuan, Xiaorong [1 ]
Han, Wei [1 ]
机构
[1] Nanjing Normal Univ, Sch Chem & Mat Sci, Jiangsu Key Lab Biofunct Mat, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Wenyuan Rd 1, Nanjing 210023, Jiangsu, Peoples R China
关键词
alkenes; iron; ketones; oxidation; radicals; ANTI-MARKOVNIKOV OXIDATION; TERMINAL OLEFINS; METHYL KETONES; SELECTIVE OXIDATION; HYDROGEN-PEROXIDE; ORGANIC-SYNTHESIS; INTERNAL OLEFINS; AEROBIC OXIDATION; SOLE OXIDANT; ALKENES;
D O I
10.1002/anie.201707006
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A practical and general iron-catalyzed Wacker-type oxidation of olefins to ketones is presented, and it uses ambient air as the sole oxidant. The mild oxidation conditions enable exceptional functional-group tolerance, which has not been demonstrated for any other Wacker-type reaction to date. The inexpensive and nontoxic reagents [iron(II) chloride, polymethylhydrosiloxane, and air] can, therefore, also be employed to oxidize complex natural-product-derived and polyfunctionalized molecules.
引用
收藏
页码:12712 / 12717
页数:6
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