A Practical Approach for the Transamidation of N,N-Dimethyl Amides with Primary Amines Promoted by Sodium tert-Butoxide under Solvent-Free Conditions

Autor:	Hua Cheng, Wei-Yi Zhang, Rui Zhang, Yu-Cheng Gu, Yu-Qing He, Cheng Chen, Jun-Chao Zhang
Rok vydání:	2020
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Primary (chemistry) Solvent free chemistry Sodium Organic Chemistry Functional group Organic chemistry chemistry.chemical_element Sodium tert-butoxide Catalysis Alkyl
Zdroj:	Synthesis. 52:3286-3294
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0040-1705892
Popis:	A practical sodium tert-butoxide (NaOtBu)-mediated protocol is disclosed for the transamidation of various N,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 for N,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.
Databáze:	OpenAIRE
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