Iodine(III)-Mediated C-H Alkoxylation of Aniline Derivatives with Alcohols under Metal-Free Conditions

被引:20
|
作者
Jiang, Qing [1 ]
Wang, Jing-Yu [1 ]
Guo, Cancheng [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, Adv Catalyt Engn Res Ctr, Minist Educ, Changsha 410082, Hunan, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 18期
基金
中国国家自然科学基金;
关键词
CATALYZED ORTHO-ALKOXYLATION; HYPERVALENT IODINE REAGENTS; CARBON BOND FORMATION; C=N BRIDGING GROUP; MULTICOMPONENT REACTIONS; UNACTIVATED METHYLENE; OXIDATIVE CLEAVAGE; POLYVALENT IODINE; ACID-DERIVATIVES; C-13; NMR;
D O I
10.1021/jo501601u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The development of a novel intermolecular oxidative C-H alkoxylation of aniline derivatives is described under metal-free conditions with high reaction rates at ambient temperature. In the presence of an I(III) oxidant, a range of aldehydes, anilines, and alcohol substrates undergo three-component coupling to produce synthetically useful alkoxyl-substituted N-arylimines. The preliminary mechanism investigations revealed that the transformation proceeds via imines as intermediates.
引用
收藏
页码:8768 / 8773
页数:6
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