title: Radical-Mediated 1,2-Formyl/Carbonyl Functionalization of Alkenes and Application to the Construction of Medium-Sized Rings.
abstract: A novel radical 1,2-formylfunctionalization of alkenes involving 1,2(4,5)-formyl migration triggered by addition of various carbon- and heteroatom-centered radicals to alkenes has been developed for the first time, thus providing straightforward access to diverse β-functionalized aldehydes with good efficiency, remarkable selectivity, and excellent functional group tolerance. Analogous transformations mediated by a keto-carbonyl migration have also been effected under similar conditions. This method was used to access ring systems including various benzannulated nine-, ten-, and eleven-membered rings, complex 6-5(6,7)-6(5) fused rings, and bridged rings with diverse functionalities.
authors: Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055, P.R. China.|Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P.R. China.
authors: Zhong-Liang
authors: ZL
authors: Li
authors: Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055, P.R. China.
authors: Xiao-Hua
authors: XH
authors: Li
authors: Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055, P.R. China.
authors: Na
authors: N
authors: Wang
authors: Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055, P.R. China.
authors: Ning-Yuan
authors: NY
authors: Yang
authors: Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055, P.R. China.
authors: Xin-Yuan
authors: XY
authors: Liu
keywords: alkenes; heterocycles; medium-ring systems; radicals; synthetic methods