New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized

• Maryna V. Murlykina,
• Maryna N. Kornet,
• Sergey M. Desenko,
• Svetlana V. Shishkina,
• Oleg V. Shishkin,
• Aleksander A. Brazhko,
• Vladimir I. Musatov,
• Erik V. Van der Eycken and
• Valentin A. Chebanov

Beilstein J. Org. Chem. 2017, 13, 1050–1063, doi:10.3762/bjoc.13.104

• , Zhukovsky str., 66, 69600, Zaporizhzhya, Ukraine Faculty of Chemistry, V. N. Karazin Kharkiv National University, Svobody sq., 4, 61077, Kharkiv, Ukraine 10.3762/bjoc.13.104 Abstract The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-N-aryl-1H-pyrazole-4-carboxamides, were studied as an

• the corresponding products of the Ugi-4CR (Scheme 2). The scope and limitations of isocyanide-based reactions involving 5-amino-N-aryl-1H-pyrazole-4-carboxamides and 3-amino-5-methylisoxazole were studied in detail. It was established that the optimal reaction conditions of a GBB-3CR involving 5-amino

• -isocyanoacetate (3b) compared to tert-butylisocyanide (3a) due to sterical reasons thus leveling the influence of the solubility factor of imines 5. As it has been already mentioned above, in contrast to 5-amino-N-aryl-1H-pyrazole-4-carboxamides 2, 3-amino-5-methylisoxazole (7) exhibited only properties of