Scheme 3.
Synthesis of carbonyl-modified fluorenone analogs. Reaction conditions and reagents: (a) NH2OH-HCI, DMSO/H2O, 22%; (b) NaBH4, CH3CN/MeOH (10/1), 28%; (c) Et3N, THF, Ac2O, 65%; (d) Et3N, THF, Ac2O, 62% for 22; Benzyloxyacetyl chloride, xylene, reflux, 46% for 23; (e) MsCI, pyridine, THF, 23%.