Institute for Molecules and Materials, Radboud University Nijmegen, Heijendaalseweg 135, NL-6525 AJ, Nijmegen, The Netherlands.
Chem Commun (Camb). 2011 Mar 21;47(11):3198-200. doi: 10.1039/c0cc04646a. Epub 2011 Feb 1.
Treatment of oximes with hypervalent iodine leads to substituted isoxazoles via rapid formation of nitrile oxides. Reaction with terminal alkynes led to a series of 3,5-disubstituted isoxazoles with complete regioselectivity and high yield, in a procedure mild enough to prepare a range of nucleoside and peptide conjugates. Exceptionally high reaction rates were found for the formation of 3,4,5-trisubstituted isoxazoles from a cyclic alkyne.
用高价碘处理肟会导致通过快速形成腈氧化物生成取代的异恶唑。与末端炔反应得到一系列 3,5-取代的异恶唑，具有完全的区域选择性和高产率，反应条件温和，足以制备一系列核苷和肽缀合物。从环状炔烃形成 3,4,5-三取代异恶唑的反应速率非常高。
