Diacylamines amines

Products from reactions with diacylamines or nosylamines can be very easily deprotected to give primary aUylamines. These were used as nucleophiles in allyhc substitutions to give secondary amines, which were transformed into unsymmetri-cally 2,5-disubstituted 2,5-dihydropyrroles (Scheme 9.28) [28aj. Thus, the allylic... 

Aliphatic and alicyclic carbamates are nitrated smoothly and in excellent yields by a nitric acid-acetic anhydride mixture (4). Similarity, we have found that treating an acyl aliphatic amine and a urethane with one equivalent of nitronium tetrafluoroborate in acetonitrile at —30° C. gave the corresponding N-nitro derivatives in good to excellent yields. However, diacylamines are more difficult to nitrate, and Kauffman and Burger (9) have reported that nitrating succinimide required 13 hours... 

Amine hydrochlorides are known to react at elevated temperature with diacylamines and amides with the formation of amidines [201]... 

The four component condensation (Ugi reaction) " converts a mixture of substituted amine, isonitrile, aldehyde (or ketone) and carboxylic acid (Scheme 6) to a-acylaminocarboxylic acid amides (pathway a), to diacylamines (pathway b) and to a-aminocarboxylic acid amides (pathway... 

Alkoxyacylamines N-Carbalkoxyazomethines Diacylamines l,l -Di(alkoxy)amines Dicarboxylic acid imides l,r-Dihydroxyamines a-Hydroperoxinitriles Nitroacetylenes... 

Conversion of an amine into a substituted amide is a convenient and widely used method for the protection of amino groups. Monoacylation of a primary amine often affords sufficient protection, i.e., against oxidation, alkylation, etc., and more complete protection is obtained by forming cyclic diacyl derivatives. Acyclic diacylamines easily revert to mono-acylamines and have only been used under very mild conditions [20]. Of the simple acylamines in common use the stability increases in the order formyl < acetyl < benzoyl and many more complex acyl groups have been evaluated in order to adjust the stability of the derivatives for various purposes. 

High yields of diacylamines can be easily obtained from imino-chlorides and acids by Mumm-Hesse rearrangement . Certain aromatic amines can be conveniently oxidized to nitroso and nitro compounds with hydrogen peroxide . A facile synthesis of amidi-nium salts has been reported . 

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