Transamidation for the Synthesis of Primary Amides at Room Temperature.

Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH)CO reacts with a tertiary amide bearing an -electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25 °C, the desired primary amide product is formed in good yield with good funcctional group tolerance. In addition, -tosylated lactam derivatives afforded their corresponding -tosylamido alkyl amide products via a ring opening reaction.