4.8 Article

Copper(I)-catalyzed chlorine atom transfer radical cyclization reactions of unsaturated α-chloro β-keto esters

Journal

ORGANIC LETTERS
Volume 8, Issue 25, Pages 5757-5760

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0623264

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Copper(I) chloride catalyzed chlorine atom transfer radical cyclization reactions of a series of olefinic alpha-chloro beta-keto esters were investigated. It was found that alpha-dichlorinated, beta-keto esters were suitable substrates; the chlorine transfer mono or tandem radical cyclization reactions catalyzed by CuCl complex with bis(oxazoline) or bipyridine proceeded smoothly in dichloroethane at room temperature or 80 degrees C, providing cyclic and bicyclic compounds in moderate to high yield.

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