Lactim ethers reactions with amides

Sulfonyl halides (e.g. benzenesulfonyl chloride) form adducts (11) with acid amides in an equilibrium reaction. From these adducts or via adducts of this type 0-sulfonated lactim ethers, isonitriles, adenine, nitriles, amidines, amidinium salts and formic acid esters were prepared. The adducts from DMF and chlorosulfonamides (12) can be used to prepare amidines or amidrazones. A/-Chlorosulfonylcarboxylic acid amides yield nitriles on treatment with DMF or other tertiary amides, presumably via an acid amide sulfonyl chloride complex (13 equation 3). ... 

The action of a Zn/Cu couple on 1,3-dibromo ketones and secondary amides yields 2-dialkylamino-1,3-dioxolanes (451 equation 208). Fluorosulfonic peracid anhydride adds to trifluoroacetonitrile to give an amide acetal (452 equation 209). In the addition of (Z)-2-butene-l,4-diol to trichloroacetoni-trile, catalyzed by sodium, the 1,3-dioxepin (453 equation 210) is produced. Bicyclic amide acetals (454 equation 211) are byproducts in the reaction of lactim ethers with diketene. TTie methyl esters of perfluorinated carboxylic acids react with diethanolamine to afford bicyclic amide acetals (455 equation 212). Heating of maleic anilides (456 equation 213) with acetic acid anhydride/sodium acetate gives heterocyclic compounds (457) containing an amide acetal structure. ... 

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