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溶剂控制的 C-S/S-S 键的迈克尔反应/硫醇偶联构建通过喹啉-2-硫酮。

The solvent-controlled chemoselective construction of C-S/S-S bonds via the Michael reaction/thiol coupling of quinoline-2-thiones.

机构信息

Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, People's Republic of China.

出版信息

Org Biomol Chem. 2019 Feb 27;17(9):2379-2383. doi: 10.1039/c8ob02971g.

Abstract

K2CO3-catalyzed thio-Michael addition using quinoline-2-thiones and α,β-unsaturated carbonyl compounds was used to assess the chemoselective construction of C-S and S-S bonds under mild reaction conditions in different solvents. The C-S bond showed a better chemoselective construction in EtOH whereas the S-S bond showed a better chemoselective construction in 1,4-dioxane. The corresponding products, generated from the reaction, presented a significant solvent-controlling effect.

摘要

碳酸钾催化喹啉-2-硫酮和α,β-不饱和羰基化合物的硫迈克尔加成反应,用于在不同溶剂中温和反应条件下评估 C-S 和 S-S 键的化学选择性构建。C-S 键在 EtOH 中表现出更好的化学选择性构建,而 S-S 键在 1,4-二氧六环中表现出更好的化学选择性构建。反应生成的相应产物表现出显著的溶剂控制效应。

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