Abstract

The NIS-mediated iodocyclization of 1,6-enynes is described. While 1,6-enynes with a cation-stabilizing substituent at C2 position undergo 6-exo cyclization in poor yields, 1,6-enynes with donor substituents at C1 position favor the 5-exo mode of cyclization. The resulting five-membered carbocycles are obtained in moderate to good yields, thus demonstrating another facet in the ­iodocyclization of enynes.

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