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Synthesis 2003(14): 2265-2268  
DOI: 10.1055/s-2003-42087
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York

An Efficient Novel Synthesis of Hydroxy- and Alkoxysultams Using MMPP as Oxidant of Isothiazolium Salts

Kathleen Tauberta, Anja Siegemunda, Alexander Eilfelda, Sven Baumanna, Joachim Sielerb, Bärbel Schulze*a
a Institut für Organische Chemie, Fakultät für Chemie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, Germany
Fax: +49(341)9736599; e-Mail: bschulze@organik.chemie.uni-leipzig.de;
b Institut für Anorganische Chemie, Fakultät für Chemie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, Germany
Further Information

Publication History

Received 15 August 2003
Publication Date:
24 September 2003 (online)

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Abstract

The oxidation reaction of isothiazolium salts 6 with magnesium monoperoxyphthalate (MMPP) in ethanol or water in the ultrasound bath affords new 3-hydroxysultams 10 and 3-alkoxysultams 15 in very high yields. A HPLC-API-MS(MS) method was used for monitoring of the oxidation of salts 6 with MMPP.

Key words

sultams - oxidation - magnesium monoperoxyphthalate (MMPP) - hydroperoxides

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