Copper‐Powder‐Mediated Tandem Hydroamination Cyclization‐Hydrocyanation of Alkyne‐Tethered Ketoximes Toward Cyano‐Substituted Cyclic Nitrones

A copper‐powder‐mediated tandem hydroamination cyclization–hydrocyanation of alkyne‐tethered ketoximes is described by using TMSCN as a commercially available cyanating reagent. This methodology provides an alternative strategy for the synthesis of a series of structurally important cyano‐substitute...

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Veröffentlicht in:Advanced synthesis & catalysis 2025-01
Hauptverfasser: Han, Wen‐Jun, Yang, Fang‐Long, Hu, Zhiyuan, Chen, Wenxia, Liu, Shun, Guo, Ke, Yang, Xin‐Yuan, Cheng, Bin
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Sprache:eng
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Zusammenfassung:A copper‐powder‐mediated tandem hydroamination cyclization–hydrocyanation of alkyne‐tethered ketoximes is described by using TMSCN as a commercially available cyanating reagent. This methodology provides an alternative strategy for the synthesis of a series of structurally important cyano‐substituted cyclic nitrones. The hydrocyanation process exhibits distinct regioselectivity depending on the substituent pattern of the alkyne moiety. Moreover, the synthesized products were shown to be capable of undergoing various derivatization reactions.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202401049