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|Title:||A facile solid-phase synthesis of 1,2,4,5-tetrasubstituted imidazoles using sodium benzenesulfinate as a traceless linker|
|Citation:||Li, W., Lam, Y. (2005-09). A facile solid-phase synthesis of 1,2,4,5-tetrasubstituted imidazoles using sodium benzenesulfinate as a traceless linker. Journal of Combinatorial Chemistry 7 (5) : 644-647. ScholarBank@NUS Repository. https://doi.org/10.1021/cc049818x|
|Abstract:||The preparation of substituted imidazoles, thiazoles, and oxazoles using traceless solid-phase sulfone linker strategy is described. Key steps involved are (i) sulfinate acidification, (ii) sulfinic acid condensation with aldehyde and amine, and (iii) traceless product release by a one-pot elimination- cyclization reaction. The elimination reaction was carried out in the presence of a thiazolium catalyst that facilitated the in situ formation of the α-ketoamide, which was subsequently converted to the corresponding imidazoles, oxazoles, and thiazoles by treatment with amines, PPh 3/I 2 or Lawesson's reagent. A library of 18 compounds was synthesized. © 2005 American Chemical Society.|
|Source Title:||Journal of Combinatorial Chemistry|
|Appears in Collections:||Staff Publications|
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