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. 2023 Jun 2;18(6):e0286684. doi: 10.1371/journal.pone.0286684

Scheme 2.

Scheme 2

Reagents and reaction conditions: a) 3-Iodothioanisole, Pd(OAc)2, Cs2CO3, PPh3, anhydrous DMF, 80°C, 12 h, 40%; b) Oxone, MeOH, H2O, rt, 16 h, 78%; c) BBr3, anhydrous CH2Cl2, -78°C, 1 h; rt, overnight, 40%; d) triethylamine, appropriate sulfonyl chloride derivative, anhydrous DMF, 0°C then rt, 2 h; e) appropriate sulfamoyl chloride derivative, anhydrous DMAc, 0°C then rt, overnight (compounds 2h,i); piperidine-1-sulfonyl chloride, NaH, anhydrous DMAc, 0°C then rt, overnight (compounds 2j).