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Herein, we introduce a new synthetic protocol for azole alkylation. Our strategy first engages azoles using alkenylthianthrenium electrophiles to provide 1,2-azolothianthrenium salts, then selectively excises the sulfonium moiety via single electron transfer (SET). Given that …

Single electron transfer (SET) reduction is amongst the most fundamental strategies for the activation of organic compounds. The design of selective reactions that leverage SET is grounded by the premise that differences in substrate redox …