Efficient solid-phase synthesis of 1,2,3-benzotriazin-4-ones with SynPhaseTM Lanterns

Abstract

A síntese de 1,2,3-benzotriazin-4-onas em fase sólida através da ciclização de 2-aminobenzamidas é descrita. O desenvolvimento de um método de síntese eficiente é importante para o desenvolvimento de drogas em razão da atividade biológica variada desses compostos. Os precursores de 1,2,3benzotriazin-4-onas, as 2-aminobenzamidas, foram preparadas a partir de aminas ligadas a suporte sólido e ácidos 2-nitrobenzóicos. Várias 1,2,3-benzotriazin-4-onas foram obtidas em alta pureza utilizando-se SynPhase TM Lanterns." We have developed a solid-phase synthesis of 1,2,3-benzotriazin-4-ones through cyclization of 2-aminobenzamides via diazotization. The development of an efficient synthesis is important from the viewpoint of drug discovery, considering the various bioactivities of these derivatives. The precursors of 1,2,3-benzotriazin-4-ones, 2-aminobenzamides, were prepared from solid-supported amines and 2-nitrobenzoic acids. Various 1,2,3-benzotriazin-4-ones were obtained with high purity using SynPhase TM Lanterns.

Solid-phase synthesis of isoalloxazines using merrifield resin

“…1,2 Further, the polymer-supported synthesis has also been applied in a variety of organic reactions including the synthesis of natural products, heterocycles and in medicinal chemistry. [3][4][5][6][7][8][9][10] Synthesis of 10-substituted isoalloxazines by the acidic cyclocondensation of 2-substituted aminoanilines with alloxan monohydrate in aqueous and organic solvents has been reported by us. [11][12][13][14][15] Now, we report an improved synthesis of selected novel 10-substituted isoalloxazine-7-carboxylic acids via polymer-support to examine the feasibility of polymer-support synthesis in the synthesis of biologically active isoalloxazines.…”