Microwave-assisted synthesis of substituted fluorophenyl mono- and diazides by SNAr. A fast methodology to prepare photoaffinity labeling and crosslinking reagents

作者：Leyva Elisa^*; Leyva Socorro; Moctezuma Edgar; Gonzalez Balderas Regina M; de Loera Denisse

来源：Journal of Fluorine Chemistry, 2013, 156: 164-169.

DOI：10.1016/j.jfluchem.2013.10.002

• Fluoroarylazide
• Microwave
• Photoaffinity labeling
• Diazides

The reaction of sodium azide with perfluorobenzene, containing an electron-withdrawing group, under microwave irradiation results in the fast preparation of p-substituted tetrafluorophenyl monoazides. Having an excess of sodium azide and a strong electron-withdrawing group like NO2 or CN, fluorophenyl diazides are also produced upon conventional or microwave heating. A synergic effect between the amount of sodium azide and the electron-withdrawing character of the substituents is observed giving different products. A discussion on the products and reaction mechanism is presented.

• 出版日期2013-12