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. 2013 Aug 27;4(10):942–947. doi: 10.1021/ml400194r

Scheme 1. Synthesis of Imidazole, Oxazole, and Thiazole Analogues (1–5 and 15).

Scheme 1

Reagents and conditions: (a) CuBr2, EtOAc/CHCl3 (1:1), reflux; (b) Cs2CO3, DMF, 18, 19, or 20; (c) NH4OAc, toluene, reflux; (d) 6 N HCl, THF or TFA, DCM; or TsOH, MeOH, reflux; (e) 22, THF, reflux.