Department of Chemistry, China Agricultural University, Beijing 100193, P. R. China.
College of Public Health, Zhengzhou University, Zhengzhou 450001, P. R. China.
Org Lett. 2020 Apr 3;22(7):2675-2680. doi: 10.1021/acs.orglett.0c00637. Epub 2020 Mar 18.
The phosphine-catalyzed cascade Michael addition/[4+2] cycloaddition reaction of tetrahydrobenzofuranone-derived allenoates and 2-arylidene-1,3-indanediones has been reported, affording spirocyclic 1,3-indanedione derivatives in moderate to high yields with moderate to good diastereoselectivities. A scaled-up reaction worked well under mild conditions, and a plausible mechanism is proposed.
报道了磷催化的四氢苯并呋喃酮衍生的丙二烯酸酯与 2-亚苄基-1,3-茚二酮的级联迈克尔加成/[4+2]环加成反应,以中等至良好的非对映选择性得到中等至高产率的螺环 1,3-茚二酮衍生物。在温和条件下,放大反应效果良好,并提出了一种合理的反应机制。