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Unveiling the reaction process of the amine in direct amidation of aromatic ketones in H₂O.

ABSTRACT: In the classical amidation between aromatic ketones and amines, 2.0 equivalents of amines are necessarily required to gain satisfying yields. The specific role of the amine in the direct amidation already puzzled us for a long time. In this work, we disclosed that the amine acts as both reactant and catalyst. Specifically, the determination of reaction intermediates revealed the full mechanism, based on which, the introduction of one equivalent base in the amidation is showcased here that a high yield (∼95 %) can be afforded using only 1.1 equiv. of amine.

SUBMITTER: He F

PROVIDER: S-EPMC7539465 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Unveiling the reaction process of the amine in direct amidation of aromatic ketones in H2O.

He Fangjun F Qu Rumeng R Su Jie J Du Muyao M Liu Junqiang J Chen Yiping Y Wang Bo B

ChemistryOpen 20201007 10

In the classical amidation between aromatic ketones and amines, 2.0 equivalents of amines are necessarily required to gain satisfying yields. The specific role of the amine in the direct amidation already puzzled us for a long time. In this work, we disclosed that the amine acts as both reactant and catalyst. Specifically, the determination of reaction intermediates revealed the full mechanism, based on which, the introduction of one equivalent base in the amidation is showcased here that a high ...[more]

PMID: 33042727

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