TEMPO介导的吲哚和咪唑并[1,2 -]吡啶与氟化醇的交叉脱氢偶联反应
TEMPO-Mediated Cross-Dehydrogenative Coupling of Indoles and Imidazo[1,2-]pyridines with Fluorinated Alcohols.
作者信息
Nipate Dhananjay S, Jaspal Sonam, Shinde Vikki N, Rangan Krishnan, Kumar Anil
机构信息
Department of Chemistry, Birla Institute of Technology & Science Pilani, Pilani, Rajasthan 333031, India.
Department of Chemistry, Birla Institute of Technology & Science Pilani, Hyderabad, Telangana 500078, India.
出版信息
Org Lett. 2021 Feb 19;23(4):1373-1377. doi: 10.1021/acs.orglett.1c00031. Epub 2021 Feb 4.
A simple and highly efficient metal-free method has been developed for hydroxyfluoroalkylation of indoles and imidazo[1,2-]pyridines via TEMPO-mediated C(sp)-H and C(sp)-H bond cross-dehydrogenative coupling of fluorinated alcohols and indoles. The protocol showed broad substrate scope, afforded good yields of hydroxyfluoroalkylated products, and was amenable for scale-up. Mechanistic investigation indicated involvement of the radical pathway.
已开发出一种简单且高效的无金属方法，用于通过TEMPO介导的氟化醇与吲哚的C(sp)-H和C(sp)-H键交叉脱氢偶联反应，实现吲哚和咪唑并[1,2-a]吡啶的羟基氟烷基化。该方法具有广泛的底物范围，能提供良好产率的羟基氟烷基化产物，并且适合放大反应。机理研究表明涉及自由基途径。
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