Synthesis of 2-Aminobenzothiazoles via Copper(I)-Catalyzed Cross-Coupling with Part-Per-Million Catalyst Loadings

被引：27

作者：

Sun, Ya-Lei ^{[1
]}

Zhang, Yuan ^{[1
]}

Cui, Xiao-Hui ^{[1
]}

Wang, Wei ^{[1
]}

机构：

[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 07期

基金：

中国国家自然科学基金;

关键词：

2-aminobenzothiazoles; copper; cross-coupling; low catalyst loadings; LIGAND-FREE PALLADIUM; DIRECT ARYLATION; NATURAL-PRODUCTS; ARYL CHLORIDES; C-N; AMINATION; NETWORKS; AMINES; IRON;

D O I：

10.1002/adsc.201100054

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient protocol has been developed for the preparation of 2-aminobenzothiazoles via a copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates at very low catalyst loadings [typically 50 ppm of copper(I) iodide (CuI)]. A variety of 2-iodoanilines could be cross-coupled with isothiocyanates, affording 2-aminobenzothiazoles in moderate to good yields (49-93%) under the given conditions. The turnover number (TON) of this reaction reaches 67,000 and the reaction could be scaled up, at least, to the gram-scale.

引用

页码：1174 / 1178

页数：5

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