Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Combined Di-tert-butyl Peroxide and Inorganic Base Promoted α-Alkylation of Ethers with Arenesulfonylindoles

Combined Di-tert-butyl Peroxide and Inorganic Base Promoted α-Alkylation of Ethers with Arenesulfonylindoles
Yao Tang, Guo-Fang Jiang, Zheng Gu
The di-tert-butyl peroxide (DTBP) induced coupling of arenesulfonylindoles with ethers such as 1,4-dioxane, tetrahydropyran, tetrahydrofuran, and 1,2-dimethoxyethane was studied. The distinguishing feature of this strategy was characterized by capturing in situ generated vinylogous imine intermediates for the C(sp3)–H bond alkylation of ethers. This general procedure presents the major advantages of its wide substrate scope and good functional group compatibility

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00463

DOI: 10.1021/acs.joc.7b00463

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