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Issue 30, 2017
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An expeditious method to synthesize difluoroboron complexes of β-keto amides from β-keto nitriles and BF3·OEt2

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Abstract

A convenient and expeditious strategy to synthesize difluoroboron complexes of β-keto amides has been developed from β-keto nitriles and BF3·OEt2. BF3·OEt2 serves as both a BF2 source and a Lewis acid catalyst in the synthetic strategy. The formation mechanism of the difluoroboron complexes from β-keto nitriles and BF3·OEt2 was proposed. The difluoroboron complexes can be further converted into β-keto amides by treatment with sodium acetate. The strategy features advantages such as a wide substrate scope, non-metal catalysis, and easy operation. Some of the difluoroboron complexes display good fluorescence properties in the solid state and potential application in solid-state luminescent materials.

Graphical abstract: An expeditious method to synthesize difluoroboron complexes of β-keto amides from β-keto nitriles and BF3·OEt2

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Article information


Submitted
03 Jun 2017
Accepted
11 Jul 2017
First published
11 Jul 2017

Org. Biomol. Chem., 2017,15, 6375-6383
Article type
Paper

An expeditious method to synthesize difluoroboron complexes of β-keto amides from β-keto nitriles and BF3·OEt2

C. Xu and J. Xu, Org. Biomol. Chem., 2017, 15, 6375
DOI: 10.1039/C7OB01356F

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