氧化碘芳烃催化的分子内烯烃芳基化反应在多环芳烃合成中的应用。
Oxidative, Iodoarene-Catalyzed Intramolecular Alkene Arylation for the Synthesis of Polycyclic Aromatic Hydrocarbons.
机构信息
Department of Chemistry, University of Waterloo, 200 University Ave. W., Waterloo, ON, N2L3G1, Canada.
出版信息
Chemistry. 2018 Nov 16;24(64):17002-17005. doi: 10.1002/chem.201804786. Epub 2018 Oct 26.
A catalytic, metal-free and chemoselective oxidative intramolecular coupling of arene and alkene C-H bonds is reported. The active hypervalent iodine (HVI) reagent, generated catalytically in situ from iodotoluene and meta-chloroperoxybenzoic acid (m-CPBA), reacts with o-vinylbiphenyls to generate polyaromatic hydrocarbons in up to 95 % yield. Experimental evidence suggests the reactions proceed though vinyliodonium and, possibly, vinylenephenonium intermediates.
报道了一种非均相催化、无金属、区域和化学选择性的芳基和烯烃 C-H 键的氧化分子内偶联反应。活性高价碘（HVI）试剂是由碘代甲苯和间氯过氧苯甲酸（m-CPBA）原位催化生成的，它与邻位乙烯基联苯反应，以高达 95%的收率生成多环芳烃。实验证据表明，反应通过乙烯碘翁和可能的乙烯苯翁中间体进行。
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