Potassium Carbonate → tert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamate

Participants

Reaction Conditions

Reaction Steps

A suspension of 2-thiophene boronic acid (3.93 g, 30.7 mmol), bromoarene 2 (7.31 g, 23.1 mmol), tri-o-tolyl-phosphine (2.16 g, 7.1 mmol) and potassium carbonate (9.81 g, 70.9 mmol) in degassed ethyleneglycol dimethylether (DME) (120 mL) and H2O (40 mL) was treated with tetrakis(triphenylphosphine)palladium(0) (1.78 g, 1.5 mmol). The mixture was stirred in a preheated oil bath at 80° C. for 18 h, diluted with AcOEt (200 mL), washed with brine, dried over MgSO4 and concentrated. The crude material was either purified by flash chromatography (eluent: 10% AcOEt in hexane) or triturated in a mixture AcOEt:hexane (10:1, 100 mL) to give title compound 3 (6.74 g, 90% yield).

Provenance & Evidence