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. Author manuscript; available in PMC: 2022 Feb 11.
Published in final edited form as: J Med Chem. 2021 Jan 26;64(3):1733–1761. doi: 10.1021/acs.jmedchem.0c02201

Scheme 5.

Scheme 5

Reagents and conditions: (a) NaH, THF, 0 °C, 15 min; (b) SEMCl, 0 °C, 1 h; (c) sodium 4-(tert-butyl)benzenesulfinate, CuI, DMF, N2, 65 °C, 18 h; (d) NBS, AIBN, CCl4, 60 °C, 18 h; (e) 2-methoxy-5-substituted-phenylboronic acid, Pd(dppf)Cl2, K2CO3, dioxane, H2O, N2, 90 °C, 4 h; (f) TBAF, THF, N2, 60 °C, 2 h.