K2CO3-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N'-Cyclic Azomethine Imine 1,3-Dipoles with
Guosheng Yang1, Sicheng Li2, Qiumi Wang1
1College of Science, Sichuan Agricultural University, Ya'an 625014, China.
Abstract:
The synthesis of dicyclic spiropyridazine oxoindole derivatives by using [3+3]-cycloaddition of N-unsubstituted isatin N,N'-cyclic azomethine imine 1,3-dipoles was reported. The products bearing two consecutive stereocenters, including spiroquaternary stereocenters in one ring structure, can be effectively obtained in moderate to excellent yields (20-93%) and low to moderate diastereoselectivities (1:9-10:1 dr). The synthesized compounds (>35 examples) were characterized by single-crystal XRD, FTIR, NMR, and mass spectral analysis.
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