Institute of Chemistry & BioMedical Sciences, Nanjing University , Nanjing 210093, P. R. China.
Department of Chemistry and Biochemistry, Texas Tech University , Lubbock, Texas 79409-1061, United States ; and.
Org Lett. 2016 Mar 18;18(6):1258-61. doi: 10.1021/acs.orglett.6b00079. Epub 2016 Mar 1.
A new, metal-free intermolecular formal [3 + 2] heterocyclization between triethylammonium thiolates and aryl hydrazines has been established by using the combination of I2 and O2 as efficient oxidation sources, allowing a concise and low-cost access to new densely functionalized 1,2,3-thiadiazoles with good to excellent yields. The reaction showed a broad scope of substrates of both reactants and attractive characteristics consisting of eco-friendly oxidants, flexible structural modification, broad functional group compatibility, and mild reaction conditions.
一种新的、无金属的三乙铵硫醇盐和芳基腙之间的分子间[3+2]杂环化反应已经建立,使用 I2 和 O2 的组合作为有效的氧化源,允许以简洁和低成本的方式获得新的、具有良好至优异收率的新型稠合多功能 1,2,3-噻二唑。该反应具有广泛的反应物底物范围和吸引人的特点,包括环保型氧化剂、灵活的结构修饰、广泛的官能团相容性和温和的反应条件。