State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, People's Republic of China.
Org Biomol Chem. 2018 Dec 12;16(48):9461-9471. doi: 10.1039/c8ob02675k.
A bisphosphine-catalyzed sequential [3 + 2] cycloaddition and Michael addition reaction of ynones with benzylidenepyrazolones has been developed. Under the catalysis of DPPB [1,4-bis(diphenylphosphino)butane], the reaction proceeded smoothly to give spiro-[cyclopentanone] pyrazolone derivatives in moderate to good yields with good diastereoselectivities via sequential dual α',α'-C(sp3)-H bifunctionalization annulation. This strategy provides a novel route toward the synthesis of spiro-[cyclopentanone] pyrazolones containing three contiguous stereocenters which possess potential pharmaceutical activities.
一种双膦催化的炔酮与亚苄基吡唑啉酮的串联[3+2]环加成和迈克尔加成反应已经被开发出来。在 DPPB[1,4-双（二苯基膦基）丁烷]的催化下，该反应通过顺序双重α'，α'-C（sp3）-H 双官能化环加成反应，以中等至良好的收率和良好的非对映选择性，顺利地得到了螺[环戊酮]吡唑啉酮衍生物。该策略为合成含有三个连续立体中心的螺[环戊酮]吡唑啉酮提供了一条新途径，这些化合物具有潜在的药物活性。
