Synthesis method of 1, 2, 4-tricarbonyl sulfoxide ylide compound
A technology of tricarbonyl sulfoxide and a synthesis method, which is applied in the field of organic synthesis, can solve the problems of poor product structure diversity, low product yield, long reaction time and the like, and achieves the effects of good reaction selectivity, wide application scope and easy operation.
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0025]
[0026] In the reaction tube, add 1a (0.5mmol, 98mg), 2a (0.5mmol, 67mg), Cu(OAc) 2 (0.5mmol, 91mg) and 1,2-dichloroethane (3mL), stirred at 60°C under air for 0.5h. TLC detects that except for the main product, almost no major impurities are generated. Then the reaction system was cooled to room temperature, 10 mL of saturated brine was added to quench the reaction, extracted with ethyl acetate (10 mL×3), the organic phases were combined, and washed with anhydrous Na 2 SO 4 After drying, the solvent was spin-dried and separated by a silica gel column (petroleum ether / ethyl acetate=1 / 2) to obtain the product 3a (61 mg, 37%) as a white solid. The characterization data of this compound are as follows: 1 H NMR (400MHz, DMSO-d 6 )δ: 3.88(s, 6H), 7.14(t, J=7.6Hz, 2H), 7.31(t, J=7.6Hz, 1H), 7.44-7.48(m, 4H), 7.61(t, J=7.6 Hz,1H),7.68(d,J=7.2Hz,2H). 13 C NMR (100MHz, DMSO-d 6 )δ: 42.0, 128.2, 128.9, 129.1, 129.5, 131.8, 133.9, 134.0, 141.0, 186.3, 189.2, 191.9. HRMS...
Embodiment 2
[0028] In the reaction tube, add 1a (0.5mmol, 98mg), 2a (0.5mmol, 67mg), Cu(OAc) 2 (0.5mmol, 91mg) and tetrahydrofuran (3mL), stirred at 60°C under air for 0.5h. TLC detects that except for the main product, almost no major impurities are generated. Then the reaction system was cooled to room temperature, 10 mL of saturated brine was added to quench the reaction, extracted with ethyl acetate (10 mL×3), the organic phases were combined, and washed with anhydrous Na 2 SO 4 After drying, the solvent was spin-dried and separated by silica gel column (petroleum ether / ethyl acetate=1 / 2) to obtain the product 3a (107 mg, 65%) as a white solid.
Embodiment 3
[0030] In the reaction tube, add 1a (0.5mmol, 98mg), 2a (0.5mmol, 67mg), Cu(OAc) 2 (0.5mmol, 91mg) and acetonitrile (3mL), the reaction was stirred at 60°C under air for 0.5h. TLC detects that except for the main product, almost no major impurities are generated. Then the reaction system was cooled to room temperature, 10 mL of saturated brine was added to quench the reaction, extracted with ethyl acetate (10 mL×3), the organic phases were combined, and washed with anhydrous Na 2 SO 4 After drying, the solvent was spin-dried and separated by silica gel column (petroleum ether / ethyl acetate=1 / 2) to obtain the product 3a (90 mg, 55%) as a white solid.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More