未保护糖苷的电化学氨氧化反应
Electrochemical Ammoxidation of Unprotected Glycosides.
作者信息
Bartels Imke M A, Hoque Md Asmaul, Kaniraj J Prathap, Johnson Mathew R, Beil Sebastian B, Stahl Shannon S, Witte Martin D, Minnaard Adriaan J
机构信息
Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG Groningen, The Netherlands.
Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, United States.
出版信息
ACS Electrochem. 2025 May 15;1(8):1515-1522. doi: 10.1021/acselectrochem.5c00111. eCollection 2025 Aug 7.
Cyano-sugars are useful carbohydrate building blocks. Here, we report an electrocatalytic method to oxidize the primary alcohols of unprotected glycosides to the corresponding nitrile using 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO) as a mediator and ammonium tetrafluoroborate as the ammonia source. Monosaccharides and disaccharides undergo successful reactions in an acetonitrile/pyridine solvent mixture at room temperature under constant current electrolysis.
氰基糖是有用的碳水化合物结构单元。在此，我们报道了一种电催化方法，以2,2,6,6-四甲基哌啶-1-氧基（TEMPO）作为媒介物，四氟硼酸铵作为氨源，将未保护糖苷的伯醇氧化为相应的腈。单糖和二糖在室温下于乙腈/吡啶混合溶剂中通过恒电流电解成功发生反应。
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