Key Laboratory of Science and Technology of Eco-Textile, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China.
J Org Chem. 2021 Jan 1;86(1):917-928. doi: 10.1021/acs.joc.0c02429. Epub 2020 Dec 7.
We developed a green method for the synthesis of spiro[4.5]trienones through an electrochemical oxidative halocyclization with -aryl alkynamides. This reaction was conducted under metal-catalyst- and exogenous-oxidant-free conditions at room temperature. Using readily available LiCl, LiBr, and LiI as the halogen source, a variety of dearomative halo-spirocyclization products were obtained in good to excellent yields with a broad scope and functional group tolerance.
我们开发了一种通过电化学氧化卤环化反应合成螺[4.5]三烯酮的绿色方法,该方法使用 -芳基炔酰胺作为底物。该反应在室温下、无金属催化剂和外加氧化剂的条件下进行。使用易得的 LiCl、LiBr 和 LiI 作为卤源,可以得到各种去芳构化的卤化螺环化产物,产率良好至优秀,具有广泛的底物适用范围和官能团容忍性。