Copper-promoted direct C-H alkoxylation of S,S-functionalized internal olefins with alcohols.

作者: Zhuqing Liu , Fei Huang , Jiang Lou , Quannan Wang , Zhengkun Yu

DOI: 10.1039/C7OB01234A

关键词:

摘要: Copper-promoted direct C–H alkoxylation of S,S-functionalized internal olefins, that is, α-oxo ketene dithioacetals, was efficiently achieved with alcohols as the alkoxylating agents, (diacetoxyiodo)benzene (PhI(OAc)2) oxidant, and benzoquinone (BQ) co-oxidant. The alkoxylated olefins were thus constructed applied for synthesis N-heterocycles. polarization olefinic carbon–carbon double bond by electron-donating dialkylthio electron-withdrawing functionalities plays a crucial role in making such reactions to occur under mild conditions. Mechanistic studies implicate single-electron-transfer (SET) reaction pathway involved overall catalytic cycle.

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