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通过烯胺酮C═C键裂解超声促进合成α-硫氰基酮以及可调谐一锅法合成4-芳基-2-氨基噻唑

Ultrasound-Promoted Synthesis of α-Thiocyanoketones via Enaminone C═C Bond Cleavage and Tunable One-Pot Access to 4-Aryl-2-aminothiazoles.

作者信息

Liu Yunyun, Zhang Tao, Wan Jie-Ping

机构信息

College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China.

出版信息

J Org Chem. 2022 Jun 17;87(12):8248-8255. doi: 10.1021/acs.joc.2c00708. Epub 2022 May 26.

Abstract

Ultrasound has been successfully employed to promote the thiocyanation of the C═C bond in enaminones for the synthesis of α-thiocyanoketones and 2-aminothiazoles. The reactions of enaminones with ammonium thiocyanate provide α-thiocyanoketones with ultrasound irradiation at room temperature. More interestingly, simply further heating the vessel after ultrasonic irradiation leads to the selective synthesis of 2-aminothiazoles with an unconventional 4-aryl substructure.

摘要

超声已成功用于促进烯胺酮中碳碳双键的硫氰化反应,以合成α-硫氰基酮和2-氨基噻唑。烯胺酮与硫氰酸铵的反应在室温下通过超声辐射可生成α-硫氰基酮。更有趣的是,在超声辐射后简单地进一步加热反应容器,可选择性地合成具有非常规4-芳基结构的2-氨基噻唑。

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