Synthesis of 1H-isoindoles by iodoamination of 2-vinylbenzylidenamines.

[摘要]：An efficient method for the synthesis of 1H-isoindole derivs. is described. It is based on iodine mediated cyclization of aryl(or alkyl)(2-vinylbenzyliden)amine derivs., which can be easily prepd. from the reactions of 2-bromostyrene derivs., e.g., I, with n-BuLi and various nitriles, furnishing the corresponding iodoamination products, 3-aryl(or alkyl)-1-iodomethyl-1H-isoindole derivs., e.g., II, in satisfactory overall yields. The products II were subsequently reduced with NaBH3CN or converted to thioethers by nucleophilic displacement of the iodide with thiolate anions.

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