Facile synthesis of new quinoxalines from ethyl gallate by green chemistry protocol

作者：Lima Rafaely N; Porto Andre L M^*

来源：Tetrahedron Letters, 2017, 58(9): 825-828.

DOI：10.1016/j.tetlet.2016.12.062

• Green chemistry
• Gallic acid
• Heterocyclic amines
• Quinoxalines

Efficient synthesis of quinoxalines from gallic acid ethyl ester is reported for the first time in this study. The results show the production of three heterocyclic amines instead of the amides expected from aminolysis reactions. Ethyl 8-hydroxy-1,2,3,4-tetrahydroquinoxaline-6-carboxylate G-A1, ethyl 2,3,6,7tetrahydro-1H,5H-pyrazino[1,2,3-de]quinoxaline-9-carboxylate G-A2, and ethyl 8-hydroxy-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinoxaline-6-carboxylate G-A3 were obtained with 97, 92, and 95% yield, respectively, after 30 min of reaction at 65 degrees C and 400 rpm using ethanol as a solvent.

• 出版日期2017-3-1