Synthesis of alpha-Oxo-Sulfines in the Indole Series

[摘要]：Oxindole was found to react readily with thionyl chloride to give (in an excellent yield) the isolable sulfine (13a), which on heating (refluxing acetonitrile) gave isoindigo (15a). The dark violet 3-sulfinato-oxindole (13a) readily reacted with 2,3-dimethylbutadiene to give a colorless cyclo-adduct (14a). The sulfine also reacted readily with various nucleophilic reagents, thus, thioloacetic acid gave 3-carboxymethylthiolo-oxindole (23a).

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