On the Unique Reactivity of Pd(OAc)2 with Organic Azides: Expedient Synthesis of Nitriles and Imines
Version of Record online: 10 APR 2013
© 2013 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
Volume 5, Issue 7, pages 1722–1724, July 2013
How to Cite
Martínez-Sarti, L. and Díez-González, S. (2013), On the Unique Reactivity of Pd(OAc)2 with Organic Azides: Expedient Synthesis of Nitriles and Imines. ChemCatChem, 5: 1722–1724. doi: 10.1002/cctc.201300064
- Issue online: 25 JUN 2013
- Version of Record online: 10 APR 2013
- Manuscript Received: 25 JAN 2013
- Funded Access
- 1aThe Chemistry of the Azido Group (Ed.: S. Patai), Interscience, Chichester, 1971;
- 4Nitriles, Ullmann’s Encyclopedia of Industrial Chemistry, 2000., , , ,
- 10Selected reactions are shown in Table 1. For a comprehensive screening, see the Supporting Information.
- 11The formation of carbonyl compounds as either minor or major products has been reported previously; see Refs. [5b,d, 7, 8].
- 12For further details, see the Supporting Information.
- 13For a palladium-mediated Tsuji–Trost/oxidation sequence for the preparation of alkenyl nitriles, see: Synlett 2011, 887–890., , , ,
- 14Reaction times of 3, 4, and 5 h, respectively.
- 18Even though we had no incidents during this study, for safety reasons, we performed the neat reactions of azides in thick-walled, sealed vials.