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Pure Appl. Chem., 2012, Vol. 84, No. 7, pp. 1633-1641

http://dx.doi.org/10.1351/PAC-CON-11-11-21

Published online 2012-05-27

Radical azidation reactions and their application in the synthesis of alkaloids

Guillaume Lapointe, Ajoy Kapat, Karin Weidner and Philippe Renaud*

Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland

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  • Zhu Liping, Yu Hongmei, Xu Zhaoqing, Jiang Xianxing, Lin Li, Wang Rui: Copper-Catalyzed Oxyazidation of Unactivated Alkenes: A Facile Synthesis of Isoxazolines Featuring an Azido Substituent. Org. Lett. 2014, 16, 1562. <http://dx.doi.org/10.1021/ol403687k>
  • Zhang Bo, Studer Armido: Copper-Catalyzed Intermolecular Aminoazidation of Alkenes. Org. Lett. 2014, 16, 1790. <http://dx.doi.org/10.1021/ol500513b>
  • Matcha Kiran, Narayan Rishikesh, Antonchick Andrey P.: Metallfreie radikalische Azidoarylierung von Alkenen: schneller Zugang zu Oxindolen durch kaskadenförmige C-N- und C-C-Bindungsbildung. Angew. Chem. 2013, 125, 8143. <http://dx.doi.org/10.1002/ange.201303550>
  • Matcha Kiran, Narayan Rishikesh, Antonchick Andrey P.: Metal-Free Radical Azidoarylation of Alkenes: Rapid Access to Oxindoles by Cascade CN and CC Bond-Forming Reactions. Angew. Chem. Int. Ed. 2013, 52, 7985. <http://dx.doi.org/10.1002/anie.201303550>
  • Li Zhan-Shan, Wang Wei-Xia, Yang Ji-Dong, Wu Yue-Wei, Zhang Wei: Photoinduced and N-Bromosuccinimide-Mediated Cyclization of 2-Azido-N-phenylacetamides. Org. Lett. 2013, 15, 3820. <http://dx.doi.org/10.1021/ol401338e>
  • Zhang Bo, Studer Armido: Stereoselective Radical Azidooxygenation of Alkenes. Org. Lett. 2013, 15, 4548. <http://dx.doi.org/10.1021/ol402106x>
  • Wei Xiao-Hong, Li Ya-Min, Zhou An-Xi, Yang Ting-Ting, Yang Shang-Dong: Silver-Catalyzed Carboazidation of Arylacrylamides. Org. Lett. 2013, 15, 4158. <http://dx.doi.org/10.1021/ol402138y>
  • Gilmore Kerry, Gold Brian, Clark Ronald J., Alabugin Igor V.: Convenient Ambient Temperature Generation of Sulfonyl Radicals. Aust. J. Chem. 2013, 66, 336. <http://dx.doi.org/10.1071/CH12499>
  • Weidner Karin, Renaud Philippe: Kinetic Study of the Radical Azidation with Sulfonyl Azides. Aust. J. Chem. 2013, 66, 341. <http://dx.doi.org/10.1071/CH12523>
  • Lapointe Guillaume, Kapat Ajoy, Weidner Karin, Renaud Philippe: ChemInform Abstract: Radical Azidation Reactions and Their Application in the Synthesis of Alkaloids. ChemInform 2012, 43, no. <http://dx.doi.org/10.1002/chin.201249257>
  • Gonçalves-Martin Monica G., Zigmantas Sarunas, Renaud Philippe: Formal Synthesis of (−)-Cephalotaxine. HCA 2012, 95, 2502. <http://dx.doi.org/10.1002/hlca.201200486>