反应详情

To a solution of 8-fluoro-2,2-dimethyl-6-nitro-2H-benzo[b][1,4]oxazin-3(4H)-thione (1.0 g, 3.9 mmol) in THF, Hg(OAc)2 was added at 0° C. TMS-N3 was added to the reaction mixture at 0° C. and stirred for 1 hour. Reaction mixture was allowed to warm to room temperature and stirred for 3 hours. LCMS analysis of the reaction mixture indicated completion of the reaction. After 3 hours, the reaction mixture was diluted with 100 ml of EtOAc and partitioned with saturated aqueous NH4Cl (100 ml). Layers were separated and the aqueous layer was washed twice with EtOAc (50 ml). Combined EtOAc layers were dried over Na2SO4 and concentrated. The crude product was purified by column chromatography to give the product in 57% yield (0.57 g). LCMS (m/z) 266 (MH+).

1. customReaction mixture
2. stirringstirred for 3 hours
3. customcompletion of the reaction
4. waitAfter 3 hours
5. custompartitioned with saturated aqueous NH4Cl (100 ml)
6. customLayers were separated
7. washthe aqueous layer was washed twice with EtOAc (50 ml)
8. dry with materialCombined EtOAc layers were dried over Na2SO4
9. concentrationconcentrated
10. customThe crude product was purified by column chromatography
11. customto give the product in 57% yield (0.57 g)