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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 19
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Original Articles

SELECTIVE HALOGENATION OF AROMATICS BY DIMETHYL-DIOXIRANE AND HALOGEN IONS

Paolo Bovicelli Centro CNR di Studio per la Chimica delle Sostanze Organiche Naturali Dipartimento di Chimica, Università “La Sapienza”, P.le A. Moro, Box 34 Roma 62, Roma, 5 - 00185, Italy
,
Enrico Mincione Dipartimento A.B.A.C., Università della Tuscia, Via S. Camillo de Lellis, Viterbo, 01100, Italy
,
Roberto Antonioletti Centro CNR di Studio per la Chimica delle Sostanze Organiche Naturali Dipartimento di Chimica, Università “La Sapienza”, P.le A. Moro, Box 34 Roma 62, Roma, 5 - 00185, Italy
,
Roberta Bernini Dipartimento A.B.A.C., Università della Tuscia, Via S. Camillo de Lellis, Viterbo, 01100, Italy
&
Maria Colombari Centro CNR di Studio per la Chimica delle Sostanze Organiche Naturali Dipartimento di Chimica, Università “La Sapienza”, P.le A. Moro, Box 34 Roma 62, Roma, 5 - 00185, Italy
Pages 2955-2963 | Received 22 Sep 2000, Published online: 16 Aug 2006
 
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Abstract

The oxidation of halogen anions by dimethyldioxirane (DMD) produced reactive species which led, in acidic media, to the halogenation of activated aromatic rings. The reaction can be efficiently controlled to obtain selective and mixed halogenated species.

Acknowledgments

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