期刊
SYNTHESIS-STUTTGART
卷 52, 期 21, 页码 3286-3294出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1705892
关键词
NaOtBu; transamidation; N,N-dimethyl amides; primary amines; solvent-free; gram-scale
资金
- National Natural Science Foundation of China [21502062]
- Scientific Research Program Guiding Project of Hubei Provincial Department of Education [B2019135]
- Teachers' Scientific Research Ability Cultivation Fund, Hubei University of Arts and Science (Natural Science) [2018kypy001]
- Foundation of Hubei University of Arts and Science [2059057]
- Open Foundation of Discipline of Hubei University of Arts and Science [XK2019038, XK2019039]
- National Natural Science Foundation Cultivation Project of Hubei University of Arts and Science [2019kypygp003]
A practical sodiumtert-butoxide (NaOtBu)-mediated protocol is disclosed for the transamidation of variousN,N-dimethyl amides with primary amines to afford the corresponding amides in moderate to good yields at room temperature under solvent-free conditions. This protocol features a facile work-up procedure and good functional group compatibility, especially forN,N-dimethyl amides with long-chain alkyl groups and heteroatom-containing amines. Notably, a few representative gram-scale reactions proceed smoothly to furnish the desired amides in high yields, which demonstrates the potential of this process for further practical applications. Several control experiments are carried out and a plausible mechanism is provided.
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