Chemical Biology Research Center, School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou, Zhejiang 325035, China.
Org Biomol Chem. 2018 Jul 11;16(27):4958-4962. doi: 10.1039/c8ob00948a.
A versatile and efficient method for the synthesis of 3-chalcogenyl-indoles from indoles and dichalcogenides employing t-BuOK as a promoter at room temperature has been achieved. The present protocol exhibited a broad functional group tolerance. Diverse 3-sulfenyl- and 3-selenyl-indoles were rapidly obtained in good to excellent yields with high regioselectivities. It is noteworthy that this transformation was applicable to N-protected and N-unprotected indoles, allowing N-deprotection and C3-chalcogenylation of indoles in one step.
一种在室温下,以 t-BuOK 作为促进剂,从吲哚和二硫化物合成 3-杂原子吲哚的通用且高效的方法已经实现。该方法具有广泛的官能团耐受性。不同的 3-亚磺酰基-和 3-硒基吲哚以良好到优异的收率和高区域选择性快速得到。值得注意的是,这种转化适用于 N-保护和 N-未保护的吲哚,可以一步实现吲哚的 N-去保护和 C3-杂原子化。