A Multimetallic Piano-Stool
Ir–Sn3 Catalyst for Nucleophilic Substitution Reaction
of γ-Hydroxy
Lactams through N-Acyliminium Ions
Posted on 2012-03-16 - 00:00
A multimetallic piano-stool complex [Cp*Ir(SnCl3)2{SnCl2(H2O)2}] (1) having Ir–Sn3 motif has been synthesized
from
[Cp*IrCl2]2 and SnCl2. The multimetallic
complex catalytically promotes the nucleophilic substitution reaction
(here after α-amidoalkylation reaction) of γ-hydroxylactams
generated from phthalimidals to obtain decorated isoindolinones in
excellent yields. Succinamidals, however, lead to the substituted
pyrrolidinones (thermodynamic control product) via SN1-type
path as well as eliminated pyrrolinones (kinetic control product)
via an E1-type path, depending on the reaction parameters. A straightforward
application of this methodology is to synthesize benzo-fused indolizidine
alkaloid mimics.
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Maity, Arnab
Kumar; Roy, Sujit (2016). A Multimetallic Piano-Stool
Ir–Sn3 Catalyst for Nucleophilic Substitution Reaction
of γ-Hydroxy
Lactams through N-Acyliminium Ions. ACS Publications. Collection. https://doi.org/10.1021/jo202359e