Tetrahedron 2018-03-06

Aminothiazoles and aminothiadiazoles as nucleophiles in aminocarbonylation of iodobenzene derivatives

Máté Gergely, László Kollár

Index: 10.1016/j.tet.2018.03.007

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Abstract

Various 2-, 3- and 4-substituted iodobenzenes were aminocarbonylated using aminothiazole and aminothiadiazole derivatives in palladium-catalysed reaction. The reaction is chemospecific toward the corresponding carboxamides. Consequently, the application of the above N-nucleophiles provided the N-1,3-thiazol-2-yl- and N-1,3,4-thiadiazol-2-ylcarboxamides in moderate to high yields. Due to the facile work-up of the reaction mixture isolated yields of 90% or higher were obtained in most cases.