Tetrahydrofuran → HCID 86623275, compound

Participants

Reaction Steps

Firstly, a mixture of PdCl2(PPh3)2 (13 mg, 0.018 mmol), CuI (3.5 mg, 0.018 mmol) and 3,6-diiodo-9-methylcarbazole (200 mg, 0.46 mmol) was added with dist. THF (3 mL), dist. Et3N (1.5 mL) and trimethylsilylacetylene (653 μL, 4.6 mmol). The resultant mixture was stirred under a nitrogen atmosphere at room temperature for 3 hours to obtain a reaction mixture. Then, the reaction mixture was diluted with ether. After that, an organic layer was washed with dist. H2O and sat. NaCl, and was dried with MgSO4. The dried organic layer was filtered and concentrated to obtain a crude product. Subsequently, the obtained crude product was separated and purified by silica gel column chromatography (hexane/EtOAc=5/1) to obtain 3,6-bis[(trimethylsilylethynyl)-9-methylcarbazole (173 mg, 100% yield).

Provenance & Evidence