Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400 076, India.
Org Lett. 2013 Jul 5;15(13):3384-7. doi: 10.1021/ol401426p. Epub 2013 Jun 17.
Nitroolefins are essential elements for both synthetic chemistry and medicinal research. Despite significant improvements in nitration of olefin an efficient metal-free synthesis remains elusive so far. Herein, we disclose a new set of reagents to access nitroolefins in a single step under metal-free conditions. A wide range of olefins with diverse functionalities has been nitrated in synthetically useful yields. This transformation is operationally simple and exhibits excellent E-selectivity. Furthermore, site selective nitration in a complex setup makes this method advantageous.
硝基亚烯烃是合成化学和药物研究的重要组成部分。尽管在烯烃的硝化方面已经取得了显著的进展,但目前仍然难以实现高效的无金属合成。在此,我们公开了一组新的试剂,可在无金属条件下一步合成硝基烯烃。该方法具有广泛的官能团适用性,能够以较高的收率合成多种硝基亚烯烃。该转化操作简单,具有优异的 E-选择性。此外,在复杂条件下的选择性硝化使该方法具有优势。