634173-24-3

Upstream product

• 634172-95-5 methyl (Z)-5-[(bromo)(phenyl)methylene]-2,5-dihydro-4-(methylamino)-2-oxo-1H-pyrrole-3-carboxylate 
• 634173-10-7 methyl 4,5-dihydro-1-methyl-5-oxo-3-phenyl-1H-pyrrolo[3,2-c]isothiazole-6-carboxylate 
• 97066-53-0 methyl 5-[bromo(phenyl)methylidene]-2,5-dihydro-4-methoxy-2-oxo-1H-1H-pyrrole-3-carboxylate 
• 634173-13-0 methyl 4,5-dihydro-1,4-dimethyl-5-oxo-3-phenyl-1H-pyrrolo[3,2-c]isothiazole-6-carboxylate 

Downstream Products

• 634173-28-7 1,4-dimethyl-3-phenyl-1H-pyrrolo[3,2-c]isothiazol-5(4H)-one 

Relevant academic research and scientific papers

Metal complexes of functionalized sulfur-containing ligands: Part XIX. Synthesis and reactions of new pyrroloisothiazoles

The title compounds were prepared starting from the dihydropyrrolones 4-6. Nucleophilic displacement and ring closure yielded the 1H-pyrrolo[3,2-c]isothiazol-5(4H)-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(η2-C 2H4)L2] (24a: L = Ph3P,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.