Catalyst- and solvent-free bisphosphinylation of isothiocyanates: a practical method for the synthesis of bisphosphinoylaminomethanes

A general and convenient double addition of phosphine oxides to isothiocyanates is described. It is a practically useful protocol for the construction of bisphosphinoylaminomethanes. The reaction can be carried out smoothly under metal- and solvent-free conditions. It also features a broad substrate...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2018, Vol.2 (1), p.125-129
Hauptverfasser: Wen, Li-Rong, Sun, Yong-Xu, Zhang, Jin-Wei, Guo, Wei-Si, Li, Ming
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Sprache:eng
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Zusammenfassung:A general and convenient double addition of phosphine oxides to isothiocyanates is described. It is a practically useful protocol for the construction of bisphosphinoylaminomethanes. The reaction can be carried out smoothly under metal- and solvent-free conditions. It also features a broad substrate scope, simple operation and purification. A possible mechanism involving a tandem double nucleophilic addition/H 2 S elimination/ in situ imine reduction process is proposed. A new protocol for the construction of bisphosphinoylaminomethanes was developed through double addition of phosphine oxides to isothiocyanates.
ISSN:1463-9262
1463-9270
DOI:10.1039/c7gc03101g