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铜催化的(苯并)噻唑与环醚的交叉脱氢偶联反应。

Cu-catalyzed cross-dehydrogenative coupling reactions of (benzo)thiazoles with cyclic ethers.

机构信息

Key Laboratory of Mesoscopic Chemistry of MOE, Center for Multimolecular Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, PR China, 210093.

出版信息

Org Lett. 2013 Sep 6;15(17):4600-3. doi: 10.1021/ol4022113. Epub 2013 Aug 22.

Abstract

Copper-catalyzed cross-dehydrogenative coupling (CDC) reactions of (benzo)thiazoles with cyclic ethers were developed under mild conditions. In particular, the formation of C-C bonds via the CDC reactions between non-benzo-fused azoles and ethers are reported for the first time. In addition, the acetals, known as the masked 2-thiazolecarboxaldehydes, could be successfully obtained by this CDC reaction. The preliminary mechanism and supportive DFT calculations are discussed as well.

摘要

铜催化的(苯并)噻唑与环醚的交叉脱氢偶联(CDC)反应在温和条件下得以发展。特别是,首次报道了非苯并稠合氮杂环与醚通过 CDC 反应形成 C-C 键。此外,该 CDC 反应还可以成功获得缩醛,缩醛是 2-噻唑甲醛的掩蔽形式。同时还讨论了初步的反应机理和支持性的 DFT 计算。

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