Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, Switzerland.
Org Lett. 2013 Jul 5;15(13):3246-9. doi: 10.1021/ol401229v. Epub 2013 Jun 17.
The efficient azidation of β-keto esters and silyl enol ethers using a benziodoxole-derived azide transfer reagent is reported. The azidation of cyclic β-keto esters could be achieved in up to quantitative yields in the absence of any catalyst. In the case of less reactive linear β-keto esters and silyl enol ethers, complete conversion and good yields could be obtained by using a zinc catalyst.
本文报道了一种使用苯并碘杂环戊二烯衍生的叠氮化物转移试剂高效实现β-酮酯和硅基烯醇醚的叠氮化反应的方法。在没有任何催化剂的情况下，环状β-酮酯的叠氮化反应可以定量收率进行。对于反应活性较低的直链β-酮酯和硅基烯醇醚，使用锌催化剂可以实现完全转化和良好的收率。
