Key Laboratory of Mesoscopic Chemistry of MOE, Center for Multimolecular Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, PR China, 210093.
Org Lett. 2013 Sep 6;15(17):4600-3. doi: 10.1021/ol4022113. Epub 2013 Aug 22.
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.
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。