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Corrigendum to Solvent-dependent oxidative coupling of 1-aryl-1,3-dicarbonyls and styrene.

ABSTRACT: This report describes the scope and mechanism of the solvent-dependent, chemoselective oxidative coupling of 1-aryl-1,3-dicarbonyls with styrene using Ce(IV) reagents. Dihydrofuran derivatives are obtained when reactions are performed in methanol whereas nitrate esters can be selectively synthesized in acetonitrile and methylene chloride. Mechanistic studies are consistent with the rate of solvent-assisted deprotonation of a radical cation intermediate playing an integral role in the selective formation of products.

SUBMITTER: Casey BM

PROVIDER: S-EPMC2928991 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature

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Corrigendum to Solvent-dependent oxidative coupling of 1-aryl-1,3-dicarbonyls and styrene.

Casey Brian M BM Eakin Cynthia A CA Jiao Jingliang J Sadasivam Dhandapani V DV Flowers Robert A RA

Tetrahedron 20100701 30

This report describes the scope and mechanism of the solvent-dependent, chemoselective oxidative coupling of 1-aryl-1,3-dicarbonyls with styrene using Ce(IV) reagents. Dihydrofuran derivatives are obtained when reactions are performed in methanol whereas nitrate esters can be selectively synthesized in acetonitrile and methylene chloride. Mechanistic studies are consistent with the rate of solvent-assisted deprotonation of a radical cation intermediate playing an integral role in the selective f ...[more]

PMID: 20806051

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Solvent-dependent oxidative coupling of 1-aryl-1,3-dicarbonyls and styrene.

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