Fluorination nitrogen-containing functional groups

Many nitrogen-containing functional groups react with fluorine to give a variety of products Several reagents add fluorine to nitro anions, as shown in equations 7 and 8 r66, 67, 68] A detailed review of these reactions was recently published [69]... 

The most widely used method for the substitution of nitrogen-containing functional groups by fluorine is the thermal or photochemical decomposition of diazonium salts, the Baltz-Schiemann reaction (see Section 1.1.8 ). 

Fluorinations of other functionalities containing C = N bonds, such as 2//-azirines and imines, are included in this section. Certain 2Ff-azirines and imines yield a-fluoro ketones. With other 2Ff-azirines, /i,/(-difluoro amines are the main reaction products. In a strict sense, these reactions cannot be considered as examples of substitution of nitrogen-containing functional groups no substitution takes place when /S. -difluoro amines are the reaction products. However, these methods have been included. 

Other derivatives were synthesized where the 3 substituent was in turn an halide [14], a nitrogen quaternary salt-containing side chains [15], an O-alkylamine [15], a nitro group [15], an azido group [16], a functionalized C-2 unit [17]. Several fluorinated analogues of Combretastatins A-1 and A-4 were synthesized and their in vitro anticancer properties determined. The most active fluoro analogue 3 -deoxy-3 -fluoro-combretastatin A-4 retains the potent cell growth inhibitory properties of Combretastatin A-4 [14]. 

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