Direct Oxidative Conversion of Alcohols, Aldehydes and Amines into Nitriles Using Hypervalent Iodine(III) Reagent

被引：34
|
作者：
Zhu, Chenjie [1 ]
Sun, Chengguo [1 ]
Wei, Yunyang [1 ]
机构：
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2010年 / 24期
关键词：
alcohols; aldehydes; amines; hypervalent iodine; oxidations; ONE-POT SYNTHESIS; EFFICIENT BECKMANN REARRANGEMENT; NICKEL-CATALYZED OXIDATION; CARBOXYLIC-ACIDS; TETRABUTYLAMMONIUM PEROXYDISULFATE; SELECTIVE OXIDATION; HIGHLY CONVENIENT; ORGANIC-REACTIONS; FACILE SYNTHESIS; TERTIARY-AMINES;
D O I：
10.1055/s-0030-1258281
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient, facile, and high-yielding procedure for the direct oxidative conversion of alcohols, aldehydes, and primary, secondary, and tertiary amines into the corresponding nitriles using the hypervalent iodine(III) reagent hydroxy(tosyloxy) iodobenzene in combination with ammonium acetate as a nitrogen source is reported. The oxidation proceeded in mixed solvent to afford nitriles in excellent yields and high selectivity even at room temperature. Selective oxidation of primary amines in the presence of secondary amines and tertiary amines was also achieved. A possible mechanism for the oxidation is proposed.
引用
收藏
页码：4235 / 4241
页数：7
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