Bakthadoss Manickam, Vinayagam Varathan
Department of Chemistry, Pondicherry University, Pondicherry-605 014, India.
Org Biomol Chem. 2015 Oct 21;13(39):10007-14. doi: 10.1039/c5ob01060h.
An efficient method towards the synthesis of quinoline fused tricyclic compounds involving an intramolecular 1,3-dipolar nitrile oxide cycloaddition reaction utilizing Baylis-Hillman derivatives in good yields has been described for the first time. A highly functionalized tricyclic framework was created by forming two rings and two adjacent stereocentres through the formation of two N-C bonds, one C-C bond and one O-C bond in a highly regio and diastereoselective manner.
首次描述了一种高效合成喹啉稠合三环化合物的方法,该方法涉及利用Baylis-Hillman衍生物通过分子内1,3-偶极腈氧化物环加成反应以良好的产率得到目标产物。通过以高度区域和非对映选择性的方式形成两个N-C键、一个C-C键和一个O-C键,形成两个环和两个相邻的立体中心,从而构建了一个高度官能化的三环骨架。