Base‐Promoted [3+2] Cycloaddition of In Situ Formed Azaoxyallyl Cations with Isothiocyanides

In the presence of Na2CO3, the [3+2] cycloaddition of azaoxyallyl cations, in situ formed from α‐halohydroxamates by reaction with isothiocyanides, proceeded smoothly and furnished (Z)‐2‐iminothiazolidin‐4‐ones in 25–99 % chemical yields. The chemical structure of the title compounds was confirmed b...

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Veröffentlicht in:European journal of organic chemistry 2017-06, Vol.2017 (24), p.3466-3472
Hauptverfasser: Zhao, Hong‐Wu, Zhao, Yu‐Di, Liu, Yue‐Yang, Du, Juan, Pang, Hai‐Liang, Chen, Xiao‐Qin, Song, Xiu‐Qing, Feng, Ning‐Ning
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Sprache:eng
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Zusammenfassung:In the presence of Na2CO3, the [3+2] cycloaddition of azaoxyallyl cations, in situ formed from α‐halohydroxamates by reaction with isothiocyanides, proceeded smoothly and furnished (Z)‐2‐iminothiazolidin‐4‐ones in 25–99 % chemical yields. The chemical structure of the title compounds was confirmed by X‐ray single‐crystal structure analysis. In the presence of Na2CO3, the [3+2] cycloaddition of azaoxyallyl cations, in situ formed from α‐halohydroxamates by reaction with isothiocyanides, proceeded smoothly and furnished (Z)‐2‐iminothiazolidin‐4‐ones in 25–99 % chemical yields.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201700278