Introduction of 3,6-diethyl-2-hydraxypyrazine into a system of amide syntheses using acyl diethylphosphates resulted in the performance of selective acylation in satisfactory yields. Activation of carboxyl groups under mild conditions is apparently of great value as 1 a fundamental process in a wide scope of organic syntheses . Recently, it has been noticed that the 0-acyl products derived from 2-hydroxypyrazines are susceptible to aminolysis under mild conditions and the corresponding amides are prepared in high 2yields . The present report is concerned with a further utilization of a Z-hydroxypyrazine for one-pot selective amide syntheses. As already known, the subsequent addition of an m i n e to a mixture of a carboxylic acid and diethyl chlarophasphate gives rise to prepare the corresponding amides3. In this reaction system, acyl diethylphosphates are thought to be formed as intermediates, which perform the acylation of mines. The addition of 3,6-diethyl-2-hydroxypyrazine4 to this reaction
3,6‐Dialkyl‐2‐hydroxypyrazine 1‐oxides were found to be useful as acyl carriers. Benzoyl derivatives were convenient reagents for benzoylation of amines and hydroxy compounds.
Bei der bekannten Amidierung von Carbonsäuren mittels Diethylchlorphosphat wird das Hydroxypyrazin (IV) als weiterer Acyl‐Überträger zugegeben, wodurch eine höhere Substratselektivität erreicht wird.
137ChemInform Abstract The 2-hydroxypyrazine 1-oxides (I) are acylated to form the 1-acyloxy1-,2-dihydro-2-oxopyrazines (III) which react with the alcohols (IVa) or amines (IVb), yielding acyl derivatives such as the benzoates (V).
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