Synthesis of Imidazo[2,1-b]thiazoles via Copper-Catalyzed A3-Coupling in Batch and Continuous Flow

被引：33

作者：

Rassokhina, Irina V. ^{[3
]}

Tikhonova, Tatyana A. ^{[3
]}

Kobylskoy, Sergey G. ^{[1
]}

Babkin, Igor Yu. ^{[1
]}

Shirinian, Valerii Z. ^{[3
]}

Gevorgyan, Vladimir ^{[2
]}

Zavarzin, Igor V. ^{[3
]}

Volkova, Yulia A. ^{[3
]}

机构：

[1] Lab High Technol Ltd, 86 Prosp Vernadskogo, Moscow 119571, Russia

[2] Univ Illinois, Dept Chem, 845 West Taylor St,Room 4500, Chicago, IL 60607 USA

[3] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 18期

关键词：

HIGH-TEMPERATURE/PRESSURE CONDITIONS; ORGANIC-SYNTHESIS; REGIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; MANNICH REACTIONS; TANDEM REACTIONS; AMINE SYNTHESIS; CHEMISTRY; DERIVATIVES; CYCLIZATION;

D O I：

10.1021/acs.joc.7b01762

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting from benzalde-hydes, 2-aminothiazoles, and alkynes under copper(I,II) catalysis was developed. The protocol allows the construction of a variety of aryl-substituted imidazo[2,1-b]benzothiazoles, -[2,1-b]thiazoles, and -[2,1-b][1,3,4]thiadiazoles. The reactions were easy to perform affording most of the desired products in 33-93% yields. The intensification of the process in a continuous-flow reactor increases the products' yields up to quantitative.

引用

页码：9682 / 9692

页数：11

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