Metal Complexes of Functionalized Sulfur-Containing Ligands. Part XIX : Synthesis and Reactions of New Pyrroloisothiazoles

✍ Scribed by Hans-Dietrich Stachel; Elisabeth Immerz-Winkler; Hermann Poschenrieder; Andreas Windt; Wolfgang Weigand; Norbert Drescher; Ralf Wünsch

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: German
• Weight: 144 KB
• Volume: 86
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200390200

✦ Synopsis

Abstract

The title compounds were prepared starting from the dihydropyrrolones 4–6. Nucleophilic displacement and ring closure yielded the 1__H__‐pyrrolo[3,2‐c]isothiazol‐5(4__H__)‐ones 8 and 10. The fused systems formed salts with strong acids and electrophiles (15, 16), as well as with bases. Oxidation led either to S(2)‐oxides (18a, 20a) or to the corresponding bicyclic sultams (18b, 20b), depending on the reaction conditions. The sulfinamide 18a was also obtained from the known 1,2‐dithiolopyrrolone S‐oxide 21 by a ring‐opening/ring‐closure reaction sequence. O‐Methylation of 8 furnished the ‘azafulvene' 17. The oxidative addition of [Pt(η^2^‐C~2~H~4~)L~2~] (24a: L=Ph~3~P, 24b: L=1/2 dppf, 24c: L=1/2 (R,R)‐diop) to 18a and 20a led to the cis‐amido‐sulfenato Pt complexes 25 and 26a–c, respectively.