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Spirooxindoles bearing a 1-azabicyclo[5.3.0]decane moiety were synthesized in one step via direct functionalization of the azepane without a transition metal or oxidants. This is an efficient process for the synthesis of fused 7/5-heterobicyclic systems in one step. Furthermore, cycloaddition of the in situ generated azomethine ylide only proceeded for alkenyl sulfone dipolarophiles.

A Cs2CO3-promoted Michael addition-[2,3]-sigmatropic rearrangement domino reaction between arenesulfonylindole and sulfur ylide has been developed. This reaction affords a facile method for the synthesis of 3-substituted indoles with a homoallyl sulfide moiety. In this domino sequence, two C−C bonds and one C−C bond cleavage were formed.

A catalyst-free domino reaction was developed for the synthesis of 3-(cyclopentenone)oxindoles. This method is the first example of a phosphine-ylide-initiated Wittig/Michael addition/Wittig domino sequence. The mild reaction conditions and broad functional groups tolerance make it highly valuable for synthesizing 3-(cyclopentenone)oxindoles.