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

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.

sultams - oxidation - magnesium monoperoxyphthalate (MMPP) - hydroperoxides

References

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Crystals were obtained from acetone. The intensities were measured on a Siemens SMART CCD diffractometer. Data collection and cell refinement are listed in the text. The structure was solved by direct methods with SHELX-97. [21] The refinement was done with SHELXL-97. [22] Crystallographic data for the structural analyses have been deposited with the Cambridge Crystallographic Data Centre, CCDC No. 217553 for 15f. Copies of the data can be obtained, free of charge, from CCDC, 12 Union Road, Cambridge, CB2 1EZ. UK (fax:[phone]; e-mail: [e-mail]; internet: http://www.ccdc.cam.ac.uk).

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