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. 2024 Jul 15;15(8):1287–1297. doi: 10.1021/acsmedchemlett.4c00162

Scheme 6. Synthesis of Ketone, Monohydroxyl, and Monoamine with Oxazinone RHS.

Scheme 6

Reaction conditions: (i) NBS, ACN/water; (ii) K2CO3, MeOH; (iii) H2, 10% Pd/C, EtOH; (iv) HCl, MeOH; (v) 1. 5, AcOH, THF/MeOH, 4 Å MS. 2. NaCNBH3; (vi) DMP, DCM; (vii) HCl, MeOH; (viii) 1. H2NSOC(CH3)3, Ti(OEt)4, THF, 2. NaBH4, MeOH; (ix) HCl, MeOH..