Department of Chemistry, Indian Institute of Technology Kanpur , Kanpur-208016, U.P. India.
Org Lett. 2017 Oct 20;19(20):5673-5676. doi: 10.1021/acs.orglett.7b02838. Epub 2017 Oct 5.
An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by KSO involving anilines, aryl ketones, and DMSO as a methine (═CH-) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C-N and C-C bond formations, and cyclization. The application of this strategy to the activation of acetophenone-formamide conjugates toward the synthesis of 4-arylpyrimidines is also described.
描述了一种从易得前体制备 4-芳基喹啉和 4-芳基嘧啶的有效策略。通过 KSO 促进的苯胺、芳基酮和 DMSO 作为亚甲（═CH-）等价物的氧化环合，通过生成硫翁离子、随后的 C-N 和 C-C 键形成以及环化反应，生成 4-芳基喹啉。该策略在激活苯乙酮-甲酰胺轭合物以合成 4-芳基嘧啶中的应用也有所描述。
