Tetrabutylammonium Fluoride → Indole

Participants

Reaction Steps

To a stirred solution of Intermediate 6 (250 mg, 0.4 mmol) in THF (10 mL) was a TBAF solution (1.0 M in THF, 10 mL, 10 mmol) and the resulting solution was heated to reflux for 22 hrs. Upon cooling, the reaction was diluted with EtOAc (250 mL), washed with H2O (7×15 mL) and brine, dried over Na2SO4, filtered, and concentrated to give the intermediate deprotected indole as a brown foam (252 mg, LC/MS (ESI) retention time: 2.01 min, m/z 501 (MH+)) which was used in the next step without further purification.

Provenance & Evidence