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. Author manuscript; available in PMC: 2013 Mar 7.
Published in final edited form as: J Med Chem. 2012 Feb 14;55(5):1978–1998. doi: 10.1021/jm201118h

Scheme 1.

Scheme 1

Synthesis of hydronaphthoquinone sulfonamide scaffold

Reagents and conditions: a) thiophene-2-sulfonyl chloride, Et3N, dichloromethane, r.t., 14 h, 90%; b) for 4a (i) H2O2 (35%), CH3OH, r.t., 2 hrs, (ii) 4M HCl/dioxane, r.t., 2 h, 22%; for 4b Br2, Et3N, DMF, 0 °C to r.t., 12–14 h, 36 % and for 4c I2, Et3N, DMF, 0 °C to r.t., 12 h, 100%.