General procedure for the synthesis of N-PcHex2 indoles 1a′ to 1u′
This protocol is extracted from research article:
Rhodium-catalyzed, P-directed selective C7 arylation of indoles
Sci Adv, Dec 14, 2018; DOI: 10.1126/sciadv.aau6468

To a solution of indole (5.0 mmol, 1.0 equiv) in 10 ml of anhydrous THF at 0°C, a solution of nBuLi (2.5 M solution in hexanes, 2.02 ml, 1.05 equiv) was added dropwise. After stirring for 30 min, PcHex2Cl (1.17 g, 1.05 equiv) was added dropwise. The mixture was allowed to stir and warm to room temperature over several hours. After indole was consumed as determined by TLC, the solvent was removed by a vacuum. The crude products were purified by neutral alumina column chromatography with petroleum ether and ethyl acetate as eluent.

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