期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 22, 页码 16035-16044出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01242
关键词
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资金
- JSPS KAKENHI [JP19K05477, JP19K05478, JP20K22534, JP18H04455]
- JST CREST [JPMJCR18R1]
This paper presents an electrochemically initiated cyanosilylation of carbonyl compounds, with machine learning-assisted optimization to determine the best productivity conditions.
Cyanosilylation of carbonyl compounds provides protected cyanohydrins, which can be converted into many kinds of compounds such as amino alcohols, amides, esters, and carboxylic acids. In particular, the use of trimethylsilyl cyanide as the sole carbon source can avoid the need for more toxic inorganic cyanides. In this paper, we describe an electrochemically initiated cyanosilylation of carbonyl compounds and its application to a microflow reactor. Furthermore, to identify suitable reaction conditions, which reflect considerations beyond simply a high yield, we demonstrate machine learning-assisted optimization. Machine learning can be used to adjust the current and flow rate at the same time and identify the conditions needed to achieve the best productivity.
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