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Phosphite-Mediated Reductive Cross-Coupling of Isatins and Nitrostyrenes
Somayeh Motevalli1, Jeffrey S Johnson1
1Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599, USA.
Abstract:
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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