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
journal contribution
posted on 2019-08-17, 17:29 authored by Bing Qi, Lei Li, Qi Wang, Wenjing Zhang, Lili Fang, Jin ZhuWe
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.