Efficient and practical catalyst-free-like dehydrative N-alkylation of amines and sulfinamides with alcohols initiated by aerobic oxidation of alcohols under air

被引：33
|
作者：
Li, Xiaohui [1 ]
Li, Shuangyan [1 ]
Li, Qiang [1 ]
Dong, Xu [1 ]
Li, Yang [1 ]
Yu, Xiaochun [1 ]
Xu, Qing [1 ]
机构：
[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Zhejiang, Peoples R China
来源：
TETRAHEDRON | 2016年 / 72卷 / 02期
关键词：
Alcohols; N-Alkylation; Amines; Aerobic alcohol oxidation; Catalyst-free-like; ALPHA-ALKYLATION; BENZYLIC ALCOHOLS; SULFONAMIDES; GREEN; KETONES; AMIDES; IMINES; HYDROGENATION; NITROARENES; MILD;
D O I：
10.1016/j.tet.2015.11.016
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We developed simple and practical N-alkylation reactions of amines and sulfinamides with primary and secondary alcohols by using only catalytic amounts of air as the initiator without adding any external catalysts. This method has advantages of simple conditions, easy operation, and comparatively wider scope of substrates, providing an efficient and green catalyst-free-like alcohol-based dehydrative N-alkylation method. Mechanistic studies revealed that air initiated the reactions by aerobic oxidation of the alcohols to the key initiating aldehydes or ketones in the presence of bases. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：264 / 272
页数：9
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