School of Basic Medical Sciences , Xinxiang Medical University , Xinxiang , Henan , 453003 , China.
State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou , 730000, China.
J Org Chem. 2018 Apr 20;83(8):4762-4768. doi: 10.1021/acs.joc.8b00615. Epub 2018 Apr 9.
Allylic sulfones were synthesized with excellent selectivity and good yield via Pd-catalyzed cross-coupling of vinyl iodide with N-tosylhydrazone. This process involves palladium carbene migratory insertion/trapping with sulfinic acid salts. For the previous Pd-catalyzed N-tosylhydrazone cross-coupling, sulfinic acid salt is generated as a byproduct. In this transformation, the diazo compound and the sulfinic acid salt, which are all generated from N-tosylhydrazone, were used as cross-coupling partner.
烯丙基砜通过钯催化的乙烯基碘化物与 N-对甲苯磺酰腙的交叉偶联反应以优异的选择性和良好的收率合成。该过程涉及钯卡宾迁移插入/捕获亚磺酸盐。对于之前的 Pd 催化的 N-对甲苯磺酰腙交叉偶联反应,亚磺酸盐水解生成的副产物。在这种转化中,重氮化合物和亚磺酸盐水解产物都来自 N-对甲苯磺酰腙,它们被用作交叉偶联伙伴。