School of Chemical Engineering, Shandong University of Technology, 266 West Xincun Road, Zibo 255049, P. R. China.
Org Biomol Chem. 2018 Oct 17;16(40):7356-7360. doi: 10.1039/c8ob01821a.
A palladium-catalyzed heck-type cascade cyclization of (Z)-1-iodo-1,6-dienes with N-tosyl hydrazones is reported. The alkylpalladium intermediate coupled with the diazo compound, generating the second alkylpalladium species bearing two β-H, which generated a terminal alkene as the major products in the anti-Zaitsev way via the highly regioselective β-H elimination. It provided a new way to synthesize tetrahydropyridine derivatives bearing a terminal alkene.
报道了钯催化的（Z）-1-碘-1,6-二烯与 N-对甲苯磺酰腙的 Heck 型级联环化反应。烷基钯中间体与重氮化合物偶联，生成带有两个β-H 的第二个烷基钯物种，通过高度区域选择性的β-H 消除，以反扎依采夫方式生成末端烯烃作为主要产物。它为合成带有末端烯烃的四氢吡啶衍生物提供了一种新方法。
