A remarkable case of pterin specific oxidative coupling: unequivocal synthesis of 6,7-alkoxypterins and 1,4-dioxanopterin with ceric ammonium nitrate

作者：Das Manas Kumar; Goswami Shyamaprosad^*; Quah Ching Kheng; Fun Hoong Kun

来源：Tetrahedron Letters, 2016, 57(30): 3277-3280.

DOI：10.1016/j.tetlet.2016.06.031

• Alkoxy pterin
• 1,4-Dioxano pterin
• Ceric ammonium nitrate
• Ethylene glycol

A facile and efficient synthesis of a series of methoxy and ethoxy substituted pterins (characterized by single crystal X-ray structures of 6,7-dimethoxy and diethoxy-pterins) along with 1,4-dioxanopterin is reported along with a possible mechanism for their formation by treatment of pterins with ceric ammonium nitrate in methanol, ethanol, and ethylene glycol respectively. This unequivocal alkoxylation is unique only with pterin (and 5-deaza-pterin) and is unsuccessful with quinoxaline.

• 出版日期2016-7-27