HCID 15542772, compound → HCID 15542773, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1,1-dioxo-2,3-dihydro-naphtho[1,8-de][1,2]thiazin-3-one (137 mg, 0.587 mmol) in anhydrous tetrahydrofuran (2 mL) was treated with a 1.0M solution of borane-tetrahydrofuran complex in tetrahydrofuran (1.17 mL, 1.17 mmol). The resulting solution was heated at 65° C. for 5 hours. The reaction mixture was quenched with methanol (5 mL) and evaporated under vacuum. The residue was purified by preparative layer chromatography on two 1 mm×20 cm×20 cm silica gel GF plates, developing with 7:3 ethyl acetate-hexanes, to afford the title compound (78 mg, 61% yield).

Provenance & Evidence