Demonstrates remote hydrofunctionalization of alkenes using electrooxidative palladium-hydride, implying new pathways to amides and tetrazoles.
Ritter-type hydrofunctionalization of alkenes provides an efficient approach for constructing C(sp3)–N bonds, but it is generally limited to amide installation at original alkene position. Herein, we report an electrooxidative palladium-hydride-catalyzed remote and divergent Ritter-type hydrofunctionalization of alkenes. In this catalytic system, a nitrilium intermediate generated at a distal position is intercepted by HFIP to furnish a HFIP-derived imidate, which serves as a branching intermediate for telescoped remote hydroamidation and hydrotetrazolation. Mechanistic studies elucidate that HFIP facilitates palladium-hydride formation, and further reveal the role of electrooxidation in governing product formation.
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Park et al. (2026) studied this question.
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