HFIP-Promoted PdH-Electrocatalytic Remote Ritter-Type Hydrofunctionalization of Alkenes: Divergent Access to Amides and Tetrazoles
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초록

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.

키워드

C-H AMINATIONWALKING
제목
HFIP-Promoted PdH-Electrocatalytic Remote Ritter-Type Hydrofunctionalization of Alkenes: Divergent Access to Amides and Tetrazoles
저자
Park, SeungdaeKim, TaehwanChoi, JunhyeonRyu, Do HyunShin, Kwangmin
DOI
10.1021/acs.orglett.6c01243
발행일
2026-05-01
유형
Article
저널명
Organic Letters
28
17
페이지
5580 ~ 5585