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The Curtius Rearrangement of Acyl Azides Revisited – Formation of Cyanate (R–O–CN)
Author(s) -
Wentrup Curt,
Bornemann Holger
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500545
Subject(s) - curtius rearrangement , chemistry , isocyanate , cyanate , azide , cope rearrangement , medicinal chemistry , polymer chemistry , organic chemistry , polyurethane
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)