반응 #43457

반응 방정식

water

potassium carbonate

2,4,6-trivinylcyclotriboroxane pyridine complex

5,6-dihydrofuro[2,3-c]pyridazin-3-yl trifluoromethanesulfonate

→

3-Ethenyl-5,6-dihydrofuro[2,3-c]pyridazine

용매

dimethoxyethane

반응 조건

후처리

1. 1
   기타for a preparation of this reagent
2. 2
   기타then partitioned between DCM and saturated aqueous sodium bicarbonate solution
3. 3
   추출The aqueous phase was extracted with 10% methanol in DCM
4. 4
   기타the combined organic extracts dried
5. 5
   기타evaporated
6. 6
   기타The residue was chromatographed
7. 7
   세척eluting with ethyl acetate affording a white solid (111 mg, 36%)

실험 절차

A solution of 5,6-dihydrofuro[2,3-c]pyridazin-3-yl trifluoromethanesulfonate (500 mg, 1.85 mmol) in dimethoxyethane (20 ml) was degassed then treated with tetrakis(triphenylphosphine)palladium (0) (116 mg), potassium carbonate (257 mg), 2,4,6-trivinylcyclotriboroxane pyridine complex (for a preparation of this reagent see F. Kerins and D. F. O'Shea, J. Org. Chem. 2002, 67, 4968-4971) (416 mg) and water (3.6 ml). The mixture was stirred at 80° C. for 2 hours then partitioned between DCM and saturated aqueous sodium bicarbonate solution. The aqueous phase was extracted with 10% methanol in DCM then the combined organic extracts dried and evaporated. The residue was chromatographed eluting with ethyl acetate affording a white solid (111 mg, 36%).

출처