Mechanistic Studies on the Samarium Diiodide-Promoted Cyclization of N-Iodoalkyl Cyclic Imides

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18. To compare the relative reduction potentials of the imide carbonyls, 1 and 2 were reacted with Zn/AcOH in ether at room temperature. Phthalimide 2a was reduce to give 6c, and partially reduced 6b was obtained from 2b. Under the same condition, succinimide and gluterimide derivatives 1 provided dehalogenated products and carbonyl reduction was not observed.
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