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. 2020 Dec 8;5(50):32608–32616. doi: 10.1021/acsomega.0c04942

Scheme 5. Synthesis of Sulfonamide Analog 5a.

Scheme 5

Reagents and conditions: (a) thiourea, C2H5OH, reflux, 4.5 h; (b) NCS, 2 M HCl, CH3CN, rt, 16 h; (c) NH4OH aq, THF, rt, 1 h, 43% in three steps; (d) Fe powder, NH4Cl, C2H5OH, H2O, reflux, 1.5 h, 83%; (e) 2,6-dichloroboronic acid, DBU, Cu(OAc)2, 1,4-dioxane, rt, 3 h, 22%.