Catalyst-Free Amidation of Trimethylsilyl Ketene Imines with Isocyanates

Wenling Qin; Sha Long; Mauro Panunzio; Alessandro Bongini

doi:10.1055/s-0032-1317136

Synthesis, Inhaltsverzeichnis

Synthesis 2012; 44(20): 3191-3196
DOI: 10.1055/s-0032-1317136

paper

Catalyst-Free Amidation of Trimethylsilyl Ketene Imines with Isocyanates

Wenling Qin

^aISOF-CNR Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy, Fax: +39(051)2099456 eMail: mauro.panunzio@unibo.it

,

Sha Long

^aISOF-CNR Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy, Fax: +39(051)2099456 eMail: mauro.panunzio@unibo.it

,

Mauro Panunzio*

^aISOF-CNR Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy, Fax: +39(051)2099456 eMail: mauro.panunzio@unibo.it

,

Alessandro Bongini

^bDipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy

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Abstract

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Abstract

A catalyst-free method for the amidation of N-trimethylsilyl ketene imines using isocyanates is reported. A working hypothesis on the reaction pathway includes silatropism from the ketene nitrogen to the isocyanate oxygen as the driving force of the process.

Key words

nitriles - ketene imines - isocyanates - silatropism - amidation

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Referenzen

References

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