Synlett 2014; 25(17): 2485-2487
DOI: 10.1055/s-0034-1379005
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© Georg Thieme Verlag Stuttgart · New York

Mild Benzylic Monobromination of Methyl Toluates in Aqueous CTAB

Kancharla Rajendar Reddy
Department of Chemistry, Osmania University (O.U), Hyderabad-500 007, A.P., India   Fax: +91(40)27090020   eMail: kcrajannaou@yahoo.com
,
Kamatala C. Rajanna*
Department of Chemistry, Osmania University (O.U), Hyderabad-500 007, A.P., India   Fax: +91(40)27090020   eMail: kcrajannaou@yahoo.com
,
Marri Venkateswarlu
Department of Chemistry, Osmania University (O.U), Hyderabad-500 007, A.P., India   Fax: +91(40)27090020   eMail: kcrajannaou@yahoo.com
,
P. K. Saiprakash
Department of Chemistry, Osmania University (O.U), Hyderabad-500 007, A.P., India   Fax: +91(40)27090020   eMail: kcrajannaou@yahoo.com
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Publikationsverlauf

Received: 26. Juni 2014

Accepted after revision: 26. Juli 2014

Publikationsdatum:
26. August 2014 (online)


Abstract

A strategy has been developed for the regioselective monobromination of methyl toluates by using tert-butylhydrogen peroxide and potassium bromide (TBHP/KBr) in a cetyltrimethylammonium bromide (CTAB) micellar medium. Ultrasonic and microwave-assisted protocols recorded increased rates and product yields under mild reaction conditions, coupled with a straightforward isolation procedure.

Supporting Information