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Synthesis of novobiocin mimics that contain nitro substitution.
Reagents and conditions: a Pd(PPh3)4, 2M K2CO3, Dioxane, 110 °C, 12 h, 60%~72%; b Ph3P, DIAD, THF, r. t., 12 h, 39%~89%; c 10% TFA/DCM, r. t., 2 h, 98%; d pyridine, DCM, r. t., 4 h, 63%; d pyridine, DMF, 90 °C, 12 h, 43%~90%; f Pd(dppf)2Cl2, 2M K2CO3, Dioxane, 120 °C, 12 h, 41%~65%; g pd/C MeOH, AcOH(cat.), r. t., 12 h, 100%; h Ac2O, pyridine, r. t., 12 h, 85~90%.
