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 (NH4)2CO3 reacts with a tertiary amide bearing an N-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, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products via a ring opening reaction.
Chen, Jiajia,Lee, Sunwoo,Xia, Yuanzhi
supporting information
(2020/05/05)
SYNTHESIS OF ALIPHATIC AMINES RELATED TO MONODANSYLCADAVERINE VIA THE OXIDATIVE REARRANGEMENT OF ALIPHATIC AMIDES WITH PHENYL IODOSYL BIS(TRIFLUOROACETATE)
A series of aliphatic primary amides have been oxidatively rearranged to primary amines with phenyl iodosyl(trifluoroacetate).Sulfonamide groups on the substrates have not been affected.
Pavlidis, V. H.,Chan, E. D.,Pennington, L.,McParland, M.,Whitehead, M.
p. 1615 - 1624
(2007/10/02)
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