Yu Changjiang, Ke Fumei, Su Jianke, Ma Xingxing, Li Xin, Song Qiuling
Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen 361021, Fujian, China.
Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, Fujian 350108, China.
Org Lett. 2022 Oct 28;24(42):7861-7865. doi: 10.1021/acs.orglett.2c03399. Epub 2022 Oct 14.
An efficient and convenient synthesis of benzo[][1,3]thiazine has been developed by employing a copper-catalyzed transformation of readily available ketone-derived hydrazones with elemental sulfur and bromodifluoroalkylative reagents. The strategy involves an S-catalyzed selective triple-cleavage of bromodifluoroacetamides, which acts as a C1 synthon at the 2-position of benzo[][1,3]thiazine. A mechanism proceeding through a Cu-carbene intermediate is proposed for the C-S bond formation.
通过利用铜催化的易得酮衍生腙与元素硫和溴二氟烷基化试剂的转化反应，开发了一种高效便捷的苯并[][1,3]噻嗪合成方法。该策略涉及硫催化的溴二氟乙酰胺的选择性三重裂解，溴二氟乙酰胺在苯并[][1,3]噻嗪的2位充当C1合成子。提出了一种通过铜卡宾中间体进行的C-S键形成机制。
