Ring contraction of 2-chlorocyclohexanone with Grignard reagents.

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Abstract
The reaction of 2-chlorocyclohexanone with phenylmagnesium bromide in refluxing tetrahydrofuran unexpectedly afforded the ring-contracted product, cyclopentyl phenyl ketone, as the main product in moderate yield. The reactivities of several cyclic 2-haloketones were examined.

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