Copper-Catalyzed Syntheses of 3-Allyl-3-arylthioindolin-2-imines and 3-Allenyl-3-arylthioindolin-2-imines from 3-Diazoindolin-2-imines.

3-Allyl-3-arylthioindolin-2-imines and 3-allenyl-3-arylthioindolin- 2-imines were synthesized via the copper-catalyzed reaction of 3-diazoindolin-2-imines with allyl and propargyl aryl sulfides, respectively. The formation of a sulfonium ylide through the reaction of allyl or propargyl aryl sulfides with copper carbene species generated from 3-diazoindolin-2-imines and subsequent [2,3]-sigmatropic rearrangement should be involved in the cascade process. The procedure is general and highly efficient for the construction of these 3,3-disubstituted indoline derivatives.