Fluonnation amides

Af-Fluorobis(trifluoromethanesulfonyl)imide is also effective in the mono-fluonnation of ester and amide enolates, and of neutral dicarbonyl compounds. Excellent stereoselectivity is observed [48, 80, 81] (equations 39-41)... 

In the Schmidt reaction of fluonnated dicarboxyhc acids, the appropnate amides can be obtained in fairly good yield [48] Complications arise from possible cychzation if the fluorine atom is in the 8 position relative to the newly formed amino group [/] Fluonnated aromatic ethers, upon heating in dimethylformamide, undergo Smiles rearrangement to give diarylamines [49, 50] (equation 11)... 

Phosphorus-nitrogen compounds containing alkylated amino groups can be cleaved by fluonnating agents Phenyldifluorophosphine is formed from the reaction of fV.MA. A -tetramethylphenylphosphonous amide and benzoyl fluoride [79] (equation 17). 

Fluonnated carboxylic anhydrides and acyl halides as common acylating reagents to convert amines to amides and to acylate suitable heterocyclic nitrogen atoms have already been described in the first edition [70] Like in the acylation at oxygen, much synthetic activity was concentrated in the past few years on the denvatization of biomolecules by fluoroacylation reacnons, that is, tnflmroacetylation of amino sugars,... 

The reactions of fluonnated esters and amides to form, respecuvely, enol ethers [47] and enamines [48] give high yields and are interesting synthetic transformations (equations 34 and 35) (Table 12)... 

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