Rh(III)-Catalyzed Coupling of N‑Chloroimines
with α‑Diazo-α-phosphonoacetates for the Synthesis of 2H‑Isoindoles
Posted on 2019-08-17 - 17:29
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.
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Qi, Bing; Li, Lei; Wang, Qi; Zhang, Wenjing; Fang, Lili; Zhu, Jin (2019). Rh(III)-Catalyzed Coupling of N‑Chloroimines
with α‑Diazo-α-phosphonoacetates for the Synthesis of 2H‑Isoindoles. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.9b02501
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AUTHORS (6)
BQ
Bing Qi
LL
Lei Li
QW
Qi Wang
WZ
Wenjing Zhang
LF
Lili Fang
JZ
Jin Zhu