Chen Yu, Lam Yulin, Lai Yee-Hing
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
Org Lett. 2003 Apr 3;5(7):1067-9. doi: 10.1021/ol0340888.
[reaction: see text] The preparation of pyrazoline and isoxazoline derivatives with traceless solid-phase sulfone linker strategy is described. Key steps involved in the solid-phase synthetic procedure include (i) sulfinate S-alkylation, (ii) sulfone anion alkylation, (iii) gamma-hydroxy sulfone --> gamma-ketosulfone oxidation, and (iv) traceless product release via elimination-cyclization. A library of 12 pyrazolines and isoxazolines was synthesized.
[反应：见正文] 描述了采用无痕固相砜连接策略制备吡唑啉和异恶唑啉衍生物的方法。固相合成过程中的关键步骤包括：(i) 亚磺酸盐的S-烷基化；(ii) 砜阴离子的烷基化；(iii) γ-羟基砜→γ-酮砜的氧化；以及(iv) 通过消除环化实现无痕产物释放。合成了一个包含12种吡唑啉和异恶唑啉的文库。
