Scheme 1.
Synthesis of new nitroimidazole methyl sulfonamides. Reagents: (i) ClCH2SO2Cl, Et3N, DCM, 81%; (ii) 2-nitroimidazole, NaI, Cs2CO3, DMF, 42%; (iii) HOAc/H2O/THF, 92%; (iv) TBDMSCl, imidazole, DMF, 97%; (v) MCPBA, DCM, 96%; (vi) NaN3, NH4Cl, DMF, 25%; (vii) H2, Pd/C, 100%; (viii) BrCH2SO2Cl, Et3N, DCM, 54%; (ix) 2-nitroimidazole, NaI, Cs2CO3, DMF, 54%; (x) TBAF, THF, 61%.
