Acylation by carboxamide derivatives

If an aromatic carboxamide is used instead of an amide, an acyl group is introduced in a similar type of reaction. Thus, for example, pyridine and 

A W-methylbenzamide give a mixture containing mostly 2- and a little 4-benzoylpyridine.823 

2-Chlorofluorenone is obtained analogously when 0-(p-chlorophenyl)-benzanilide is heated for 2 hours in phosphoric acid, the yield being almost quantitative 824 

Unsaturated side chains may be introduced by means of vinylogous amides 2-anilinovinyl phenyl ketone and l-methyl-2-phenylindole give the 3-(2-ben-zoylvinyl) derivative 825 

Finally, A iV-dimethylacetamide may undergo self-condensation boiling it for 6-7 hours with phosphoryl chloride in benzene affords W,iV-dimethyl-acetoacetamide in 75% yield 826 

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