The Curtius Rearrangement of Acyl Azides Revisited - Formation of Cyanate (R-O-CN)

The Curtius Rearrangement of Acyl Azides Revisited - Formation of Cyanate (R-O-CN)

The Curtius rearrangement is a synthesis of isocyanates (R–N=C=O) by thermal or photochemical rearrangement of acyl acides and/or acylnitrenes. The photochemical rearrangement of benzoyl azide is now shown for the first time to produce a small amount of phenyl cyanate (Ph–O–CN) together with phenyl...

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Veröffentlicht in:European Journal of Organic Chemistry 2005-11, Vol.2005 (21), p.4521-4524
Hauptverfasser: Wentrup, Curt, Bornemann, Holger
Format: Artikel
Sprache:eng
Schlagworte:
Azides
Cyanates
Isocyanates
Nitrenes
Reactive intermediates
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Zusammenfassung:The Curtius rearrangement is a synthesis of isocyanates (R–N=C=O) by thermal or photochemical rearrangement of acyl acides and/or acylnitrenes. The photochemical rearrangement of benzoyl azide is now shown for the first time to produce a small amount of phenyl cyanate (Ph–O–CN) together with phenyl isocyanate. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200500545