Arylation of Diazoesters by a Transient N[BOND]H Insertion Organocascade


  • The Ohio State University Department of Chemistry and Biochemistry and Donors of the American Chemical Society Petroleum Research Fund are gratefully acknowledged for supporting this research. Prof. J. Fox (University of Delaware) is thanked for insightful discussions.


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It takes two: A unique organocatalyzed cascade for the unsymmetric double arylation of α-nitrodiazoesters is described. This organocascade features the strategic use of carbene-activating anilines in conjunction with a urea catalyst, thus allowing for the synthesis of pharmaceutically attractive α-diarylesters through a transient N[BOND]H insertion process.