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Efficient Aziridination of Olefins Catalyzed by Mixed-Valent Dirhodium(II,III) Caprolactamate

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NIAID Data Ecosystem2026-03-06 收录
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A mild, efficient, and selective aziridination of olefins catalyzed by dirhodium(II) caprolactamate [Rh2(cap)4·2CH3CN] is described. Use of p-toluenesulfonamide (TsNH2), N-bromosuccinimide (NBS), and potassium carbonate readily affords aziridines in isolated yields of up to 95% under extremely mild conditions with as little as 0.01 mol % Rh2(cap)4. Aziridine formation occurs through Rh25+-catalyzed aminobromination and subsequent base-induced ring closure. An X-ray crystal structure of a Rh25+ halide complex, formed from the reaction between Rh2(cap)4 and N-chlorosuccinimide, has been obtained.

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2016-05-06
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