Trimethylsilylacetylene → HCID 86701678, compound

Participants

Reaction Steps

To a suspension of 7-bromo-4-iodo-5-methyl-1-tosyl-1H-indole (90 mg, 0.184 mmol), CuI (5.60 mg, 0.029 mmol) and Pd(PPh3)4 (16.9 mg, 0.015 mmol) in triethylamine (3 mL) was added trimethylsilylacetylene (0.036 mL, 0.257 mmol) and the mixture was stirred at room temperature. After 3 hours the reaction was purified directly by flash chromatography (0-40% EtOAc in heptanes) to provide the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.03 (d, J=3.79 Hz, 1H) 7.70 (d, J=8.34 Hz, 2H) 7.34-7.48 (m, 3H) 6.85 (d, J=3.79 Hz, 1H) 2.38 (s, 3H) 2.37 (s, 3H) 0.27-0.31 (m, 9H).

Provenance & Evidence