Copper/N, N, N′, N′-Tetramethylethylenediamine-Catalyzed Synthesis of N-Substituted Benzoheterocycles via C-S Cross-Coupling at Ambient Temperature in Water

被引:30
|
作者
Zhao, Na [1 ]
Liu, Liang [1 ]
Wang, Fei [1 ]
Li, Jia [1 ]
Zhang, Wu [1 ]
机构
[1] Anhui Normal Univ, Key Lab Funct Mol Solids, Anhui Lab Mol Based Mat, Coll Chem & Mat Sci,Minist Educ, Wuhu 241000, Peoples R China
基金
中国国家自然科学基金;
关键词
ambient temperature reaction; copper/N; N; '-tetramethylethylenediamine; (Cu/TMEDA); C-S cross-coupling; N-substituted benzoheterocycles; water; RETINOIC ACID METABOLISM; ONE-POT SYNTHESIS; BOND FORMATION; ROOM-TEMPERATURE; TERMINAL ALKYNES; 3-COMPONENT SYNTHESIS; TANDEM REACTION; 2-AMINOBENZOTHIAZOLES; EFFICIENT; ISOTHIOCYANATES;
D O I
10.1002/adsc.201400043
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Copper/N, N, N', N'-tetramethylethylenediamine (Cu/TMEDA)-catalyzed ambient temperature tandem reactions of isothiocyanates with 2-iodophenols or 2-iodoanilines in water without the protection of an inert atmosphere are described, which provide a simple, rapid, environmental method for the synthesis of a variety of 2-iminobenzo-1, 3-oxathioles and 2-aminobenzothiazoles in good yields. More important, the present reaction process needs only low amounts of copper catalyst (< 1 mol%) and can yield the products on a gram scale.
引用
收藏
页码:2575 / 2579
页数:5
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