Cesium carbonate → HCID 11247685, compound

Participants

Reaction Conditions

Reaction Steps

2-Bromo-5-fluorotoluene (8 μL, 0.11 mmol) was dissolved in 1 mL dry 1,4-dioxane in a vial under an argon atmosphere. Compound 430 (42 mg, 0.09 mmol) was added and dissolved in the solvent. Rac-BINAP (2.1 mg, 0.003 mmol), Pd2(dba)3 (2.0 mg, 0.002 mmol) and Cs2CO3 (41 mg, 0.13 mmol) were added, and the reaction mixture was stirred under an argon atmosphere at 100° C. for 72 h. The reaction mixture was filtered and then dissolved in THF (1.00 mL). Tetrabutylammonium fluoride trihydrate (37 mg, 0.12 mmol) was added to the solution and the mixture was stirred at 60° C. for 45 min. The reaction mixture was poured into a mixture of EtOAc/water. The organic phase was washed with Na2CO3 (aq.), water, dried (MgSO4), filtered, and concentrated in vacuo to afford the crude product. The crude product was purified by chromatography eluting EtOAc to afford the title compound as yellow/brown oil. 13C NMR (CDCl3) δ 195.6, 167.8, 160.6, 150.4, 141.2, 140.2, 136.5, 135.7, 134.3, 133.6, 131.5, 131.4, 128.8, 127.4, 127.4, 126.9, 117.8, 115.2, 113.9, 111.7, 77.2, 62.2, 42.9, 20.2, 18.1.

Provenance & Evidence