The Dowd-Beckwith ring expansion reaction is a chemical reaction in which a cyclic β-keto ester is expanded by 4 carbons in a free radical ring expansion reaction by an α-alkylhalo substituent. The cyclic β-keto ester can be get by a Dieckmann condensation. The original reaction comprised of a nucleophilic aliphatic substitution of the enolate of ethyl cyclohexanone-2-carboxylate with 1,4-diiodobutane and sodium hydride and followed by ring expansion to ethyl cyclodecanone-6-carboxylate.
Reaction Mechanism-
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