A new approach to the synthesis of 4-(N-aryl)carbamoylmethyl-4,5-dihydropyridazin-3(2H)-ones

作者：Stepakov Alexander V^*; Kinzhalov Michail A; Boitsov Vitaly M; Stepakova Liubov V; Starova Galina L; Vyazmin Sergey Yu; Grinenko Elena V

来源：Tetrahedron Letters, 2011, 52(24): 3146-3149.

DOI：10.1016/j.tetlet.2011.04.038

• N-Arylmaleimides
• Aliphatic ketazines
• 4,5-Dihydropyridazin-3(2H)-ones
• Solvent-free conditions
• Microwave irradiation
• Michael addition product

Reaction of N-aryl substituted maleimides with aliphatic ketazines leads to the formation of 4,5-dihydropyridazin-3(2H)-ones in moderate yields. The reaction proceeds through 1,4-addition of an azine to the maleimide double bond, as confirmed by separation of the corresponding adducts in some cases, which are then converted into 4,5-dihydropyridazin-3(2H)-ones. In addition, the solid-state synthesis of 4,5-dihydropyridazin-3(2H)-ones is demonstrated for the first time.

• 出版日期2011-6-15