28989-24-4Relevant academic research and scientific papers
Regiospecific Suzuki coupling of 3,5-dichloroisothiazole-4-carbonitrile
Christoforou, Irene C.,Koutentis, Panayiotis A.,Rees, Charles W.
, p. 2900 - 2907 (2003)
3,5-Dichloroisothiazole-4-carbonitrile 1 reacts with aryl- and methylboronic acids to give in high yields the 3-chloro-5-(aryl and methyl)-isothiazole-4-carbonitrile 2 regiospecifically. The reaction was optimized with respect to base, phase transfer agent and palladium catalyst. Suzuki coupling at C-5 was also achieved in high yield using potassium phenyltrifluoroborate. The regiospecificity of either coupling method is maintained with 3,5-dibromoisothiazole-4-carbonitrile 4 to give exclusively 3-bromo-5-phenylisothiazole-4-carbonitrile 5. Suzuki cross-coupling conditions applied to 3-chloro-5-phenylisothiazole-4-carbonitrile 2a gave 3-phenoxy-5-phenylisothiazole-4-carbonitrile 6, which was prepared independently, and not the 3-phenyl derivative. All isothiazole products were fully characterized.
Synthesis and antiviral activity of a new series of 4-isothiazolecarbonitriles
Cutri, Christian C. C.,Garozzo, Adriana,Siracusa, Maria A.,Sarva, Maria C.,Tempera, Gianna,Geremia, Ernesto,Pinizzotto, Maria R.,Guerrera, Francesco
, p. 2271 - 2280 (2007/10/03)
A series of 4-isothiazolecarbonitriles was synthesized and screened for in vitro antiviral activity. The effect of various substituents on the phenyl ring, as well as the substitution of the phenyl for other aromatic and heteroaromatic rings, was examined
