Phosphite-Mediated Reductive Cross-Coupling of Isatins and Nitrostyrenes
S Motevalli, JS Johnson - Synthesis, 2017 - thieme-connect.com
S Motevalli, JS Johnson
Synthesis, 2017•thieme-connect.comA new reductive coupling reaction between N-alkylisatins, dimethyl phosphite, and
nitrostyrenes has been developed. The reaction relies on Pudovik addition, subsequent
phosphonate–phosphate rearrangement, and Michael-type addition of a transient carbanion
on the indolinone with β-nitrostyrenes. This protocol introduces a convenient and versatile
method for the construction of polyfunctionalized tertiary phosphates under mild conditions.
Chiral general bases catalyze the title reaction with promising levels of enantioselectivity.
nitrostyrenes has been developed. The reaction relies on Pudovik addition, subsequent
phosphonate–phosphate rearrangement, and Michael-type addition of a transient carbanion
on the indolinone with β-nitrostyrenes. This protocol introduces a convenient and versatile
method for the construction of polyfunctionalized tertiary phosphates under mild conditions.
Chiral general bases catalyze the title reaction with promising levels of enantioselectivity.
A new reductive coupling reaction between N-alkylisatins, dimethyl phosphite, and nitrostyrenes has been developed. The reaction relies on Pudovik addition, subsequent phosphonate–phosphate rearrangement, and Michael-type addition of a transient carbanion on the indolinone with β-nitrostyrenes. This protocol introduces a convenient and versatile method for the construction of polyfunctionalized tertiary phosphates under mild conditions. Chiral general bases catalyze the title reaction with promising levels of enantioselectivity.
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