American Chemical Society
ol9b02501_si_001.pdf (5.17 MB)

Rh(III)-Catalyzed Coupling of N‑Chloroimines with α‑Diazo-α-phosphonoacetates for the Synthesis of 2H‑Isoindoles

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journal contribution
posted on 2019-08-17, 17:29 authored by Bing Qi, Lei Li, Qi Wang, Wenjing Zhang, Lili Fang, Jin Zhu
We report herein the first use of N-chloroimines as effective synthons for directed C–H functionalization. Rh­(III)-catalyzed coupling of N-chloroimines with α-diazo-α-phosphono­acetates allows for efficient dechlorinative/dephosphonative access to 2H-isoindoles. Further deesterification under Ni­(II) catalysis enables the complete elimination of reactivity-assisting groups and full exposure of reactivity of C3 and N2 ring atoms for attaching structurally distinct appendages.