A cyanide-free synthesis of nitriles exploiting flow chemistry
文献信息
发布日期
2023-10-12
DOI
10.1039/D3RE00458A
影响因子
4.239
作者
Niamh Disney, Megan Smyth, Scott Wharry, Marcus Baumann
查看原文
摘要
A continuous flow process for the synthesis of aryl nitriles in a cyanide-free manner is reported. Using a simple setup and mild conditions, TosMIC (p-tosylmethyl isocyanide) is used as a readily available precursor to convert ketones into nitriles via the van Leusen reaction. The resulting continuous process is fast (1.5 minutes residence time) and both the scalability (up to 8.8 g h−1) and reproducibility of this approach has been demonstrated for a variety of nitrile products. Through these studies, 4-tosyloxazole was isolated as a side-product that aids in understanding the mechanistic pathways of this transformation. Overall, this efficient flow method provides for a straightforward flow synthesis of nitrile-containing building blocks in high yields and with an improved safety profile.
期刊推荐
Russian Chemical Reviews
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Proceedings of the National Academy of Sciences of the United States of America
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Journal of Medicinal Chemistry
Israel Journal of Chemistry
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来源期刊
Reaction Chemistry & Engineering
CiteScore:
0
自引率:
8.8%
年发文量:
284
Reaction Chemistry & Engineering is an interdisciplinary journal reporting cutting-edge research focused on enhancing the understanding and efficiency of reactions. Reaction engineering leverages the interface where fundamental molecular chemistry meets chemical engineering and technology. Challenges in chemistry can be overcome by the application of new technologies, while engineers may find improved solutions for process development from the latest developments in reaction chemistry. Reaction Chemistry & Engineering is a unique forum for researchers whose interests span the broad areas of chemical engineering and chemical sciences to come together in solving problems of importance to wider society. All papers should be written to be approachable by readers across the engineering and chemical sciences. Papers that consider multiple scales, from the laboratory up to and including plant scale, are particularly encouraged.
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