Reacción #315102

Ecuación de reacción

5-bromothiophene carboxylic acid

3-furanboronic acid

K2CO3

→

solid

Rendimiento 95.0%

5-furan-3-yl-thiophene-2-carboxylic acid

Rendimiento 95.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otromicrowave irradiation

Procedimiento

Using microwave irradiation. The general procedure was used with 5-bromothiophene carboxylic acid (206 mg, 1.00 mmol), 3-furanboronic acid (168 mg, 1.50 mmol), Pd(OAc)2 (2.2 mg, 0.010 mmol, 1 mol %), sodium 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl-3′-sulfonate (10.0 mg, 0.020 mmol, 2 mol %), K2CO3 (414 mg, 3.00 mmol), water (5.0 mL), 10 min, 150° C. (using microwave irradiation with cooling). The product was isolated as a white solid (183 mg, 95%). Mp=147° C. 1H NMR (400 MHz, d4-MeOH) δ: 7.89 (m, 1H), 7.65 (d, 1H, J=4.0 Hz), 7.54 (t, 1H, J=1.6 Hz), 7.15 (d, 1H, J=4.0 Hz), 6.69 (m, 1H). 13C NMR (125 MHz, d4-MeOH) δ: 165.4, 145.6, 143.7, 140.9, 135.5, 132.9, 125.2, 121.5, 109.9. IR (neat, cm−1): 3200 (br), 1672, 1287. Anal. Calcd for C9H6O3S: C, 55.66; H, 3.11. Found: C, 55.50; H, 3.32.

Fuente