Dichloromethane → HCID 59811950, compound

Participants

Reaction Steps

A mixture of 3 (0.50 g, 0.99 mmol), [1,1′-bis(diphenylphosphino) ferrocene dichloropalladium(II).dichloromethane complex [PdCl2(dppf)2.CH2Cl2] (24.3 mg, 0.0298 mmol), triethylamine (415 μL, 2.98 mmol) and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (221 μL, 1.52 mmol) in dioxane (5.0 mL) was microwaved at 120° C. for 0.5 h. The reaction mixture was cooled, poured onto water (100 mL), extracted with ethyl acetate (4×30 mL), the combined organic extracts washed with brine (30 mL), dried (MgSO4) and concentrated. This gave the product 16 as a brown foam (576 mg, 113%) which was used in the next step without further purification; 1H NMR (400 MHz, CDCl3) δ 1.38 (s, 12H), 3.02 (s, 6H), 6.86 (d, J=8.8 Hz, 2H), 7.65-7.45 (m, 5H), 8.16 (s, 1H), 8.26 (d, J=7.4 Hz, 2H), 8.30 (d, J=2.2 Hz, 1H), 8.63 (d, J=2.2 Hz, 1H).

Provenance & Evidence