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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 9
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Original Articles

The CuBr/Fe0 Promoted Radical Addition of Methyl 2-Br-2-Cl-Carboxylates to OLEFINS

Luca Forti Dipartimento di Chimica dell' Università, Via Campi 183, I-41100, Modena, Italy
,
Franco Ghelfi Dipartimento di Chimica dell' Università, Via Campi 183, I-41100, Modena, Italy
,
Massimiliano Lodi Lancellotti Dipartimento di Chimica dell' Università, Via Campi 183, I-41100, Modena, Italy
&
Ugo M. Pagnoni Dipartimento di Chimica dell' Università, Via Campi 183, I-41100, Modena, Italy
Pages 1699-1710 | Received 26 Oct 1995, Published online: 21 Aug 2006
 
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Abstract

Methyl 2-Br-2-Cl-carboxylates afford 2-alkyl-2-Cl-4-Br-carboxylates in fair yields by reaction with terminal alkenes, under mild conditions, through a radical process promoted by CuBr/Fe0 in DMF/CH2C12.

Notes

Other solvent like THF, DMSO/CH2Cl2, CH3CN/CH2Cl2 were also tested but with unsatisfactory outcomes.

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