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

2005; Wiley; Volume: 2005; Issue: 21 Linguagem: Inglês

10.1002/ejoc.200500545

1434-193X

Curt Wentrup, Holger Bornemann,

Synthesis and Catalytic Reactions

Abstract 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)