2-Substituted 3 -isothiazolones

Dihydro-2/f-l,3-thiazin-4-ones (313) are available through the ring expansion of 2-substituted isothiazolones (314) with dimethyl diazomalonate in the presence of rhodium(II) acetate (Scheme... 

Substituted 3(2//)-isothiazolones 54 were obtained from furanones 41, which are easily prepared from 3-aroylpropionic acids (83JHC1545), by the sequence shown in Scheme 17 (87H569). 

Several antibacterial compounds containing substituted 3(2H)-isothia-zolones as scaffold and, among them, a series of 3(2H)-isothiazolones 32, substituted at the nitrogen atom with an aryl moiety fimctionahsed with groups that are different in hydrophobicity, size, steric and electronic parameters, were prepared (Scheme 9). They were synthesised adopting Method C starting from dithiodipropionamides 20 (R = = H, = Ar). By incre-... 

A different way was used to build the J -amino substituted benz-isothiazolone nucleus from chlorocarbonylphenylsulfenylchlorides (333) Method S) which, on reaction with hf-Boc-hydrazine in pyridine and... 

In terms of recent patent activity related to Protox inhibitors, a series of N-substituted phenyl isothiazolone Protox herbicides were prepared to investigate the potential of the isothiazolone heterocycle ring to act as a bioisostere for comparable tetrahydrophthalimides such as compound 80 [93] (Fig. 3.21). The 2-(4-chloro-3-isopropoxycarbonyl)phenyl isothiazole-1,1-dioxide 83 was the most active... 

Such mixtures of 2-substituted (3(2H))-isothiazolones are formed in high yield by cyclization of iV-methyl-3-3 -dithiopropioamide induced through chlorine or sulphurylchloride (Lewis et al, 1971). 

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