CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , 152 Luoyu Road, Wuhan 430079, China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, China.
Org Lett. 2017 Jul 7;19(13):3620-3623. doi: 10.1021/acs.orglett.7b01609. Epub 2017 Jun 22.
A novel photocatalytic hydrazonyl radical-mediated radical cyclization/allylation cascade reaction of β,γ-unsaturated hydrazones is developed using allyl sulfones and Morita-Baylis-Hillman adduct as allyl sources, which provides an efficient and practical access to various diversely functionalized dihydropyrazoles and tetrahydropyridazines. The reaction is enabled by controllable generation of hydrazonyl radicals via an oxidative deprotonation electron transfer strategy and selective trapping of the resultant C-centered radicals under visible light irradiation.
一种新型的光催化酰腙基自由基介导的β,γ-不饱和腙的自由基环化/烯丙基化级联反应被开发出来，使用烯丙基砜和 Morita-Baylis-Hillman 加成为烯丙基源，为各种不同官能化的二氢吡唑和四氢吡啶嗪提供了一种高效实用的合成方法。该反应是通过可控的氧化脱质子电子转移策略生成酰腙基自由基，并在可见光照射下选择性捕获生成的 C 中心自由基来实现的。
