Alazet Sébastien, Le Vaillant Franck, Nicolai Stefano, Courant Thibaut, Waser Jerome
Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015, Lausanne, Switzerland.
Current address: Laboratoire COBRA-Bâtiment IRCOF UMR 6014, CNRS-INSA, Université de Rouen 1, Rue Tesnière, 76281, Mont-Saint-Aignan Cedex, France.
Chemistry. 2017 Jul 18;23(40):9501-9504. doi: 10.1002/chem.201702599. Epub 2017 Jun 27.
A versatile synthesis of azidolactones through azidation and cyclization of carboxylic acids onto alkenes has been developed. Based on either photoredox or palladium catalysis, (1,1) and (1,2) azido lactones can be selectively synthesized. The choice of catalyst and benziodoxol(on)e reagent serving as azide source was essential to initiate either a radical or Lewis acid mediated process with divergent outcome. These transformations were carried out under mild conditions using a low catalyst loading and gave access to a large scope of azido lactones.
通过羧酸对烯烃进行叠氮化和环化反应，开发了一种通用的叠氮内酯合成方法。基于光氧化还原或钯催化，可以选择性地合成(1,1)和(1,2)叠氮内酯。作为叠氮化物源的催化剂和苯并碘氧杂环戊二烯试剂的选择对于引发具有不同结果的自由基或路易斯酸介导的过程至关重要。这些转化在温和条件下进行，催化剂负载量低，可获得多种叠氮内酯。
