A cyanide-free synthesis of nitriles exploiting flow chemistry

文献情報

出版日 2023-10-12

DOI 10.1039/D3RE00458A

インパクトファクター 4.239

著者

Niamh Disney, Megan Smyth, Scott Wharry, Marcus Baumann

原文を見る

要旨

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.

掲載誌

Reaction Chemistry & Engineering

CiteScore: 0

自己引用率: 8.8%

年間論文数: 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.

A cyanide-free synthesis of nitriles exploiting flow chemistry

文献情報

おすすめジャーナル

関連文献

ATR-FTIR spectroscopy and spectroscopic imaging to investigate the behaviour of proteins subjected to freeze–thaw cycles in droplets, wells, and under flow

Development of a slurry technique for the determination of cadmium in dried foods by electrothermal atomisation atomic absorption spectrometry

Correction: High-resolution DNA size enrichment using a magnetic nano-platform and application in non-invasive prenatal testing

Correction: Biodegradable nanoparticles bearing amine groups as a strategy to alter surface features, biological identity and accumulation in a lung metastasis model

Rational design of stable heptamethine cyanines and development of a biomarker-activatable probe for detecting acute lung/kidney injuries via NIR-II fluorescence imaging

An integrated self-powered 3D printed sample concentrator for highly sensitive molecular detection of HIV in whole blood at the point of care

PD-L1 aptamer isolation via Modular-SELEX and its applications in cancer cell detection and tumor tissue section imaging

D–A–π–A featured sensitizers containing an auxiliary acceptor of benzoxadiazole: molecular engineering and co-sensitization

Protein hydration in living cells probed by Fourier transform infrared (FT-IR) spectroscopic imaging

Signal enhancement and low oxidation potentials for miniaturized ECL biosensors via N-butyldiethanolamine

こちらもおすすめ

3-イチチルビフェニルはどのように合成されますか？

8-溴-5-三氟甲基喹啉はどのように合成されますか？

ジメチル4-(4,4,5,5-テトラメチル-1,3,2-ドioxaborolan-2-基)-2,6-ピリジンジカルボイル酸フェニルアミニドの代替品はありますか？

N-(3,5-ヘキサクロロ-4-ピリドインイル)-8-メチオキシ-5-キノリンカーボン酸の市場動向や研究トレンドはどのようなものでしょうか？

イソステアロイルグリセリルは安全ですか？

1-(二苯甲基)-3,3-二氟-氮杂环丁烷の市場動向や研究トレンドはどうですか？

3-チオフェンスチオールの物理化学的性質は何ですか？

2-Methyl-2-propanyl (2S)-2-(aminomethyl)-1-piperidinecarboxylateは安全ですか？

CAS番号1316822-90-8の化合物は安全ですか？

Tert-butyl 2-(2-羟基乙基)哌嗪-1-羧酸はどのように保存すればよいですか？

掲載誌

Reaction Chemistry & Engineering

おすすめ化合物

N-Methyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propanamine hydrochloride (1:1)

1-{3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinyl}-2,3-dihydroxy-1-propanone

1-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

2-Methyl-2-propanyl 2-carbamimidoyl-1-piperidinecarboxylate

N-(4-Piperidinylmethyl)acetamide

おすすめサプライヤー