1-(Triisopropylsilyl)indole → HCID 11395451, compound

Reaction equation

CC(C)[Si](C(C)C)(C(C)C)n1ccc2ccccc21>B1Oc2ccccc2O1.C1=CC2C=CC1C2.CC(C)(O)C(C)(C)O.CCN(CC)CC.Cc1ccccc1.Fc1c(F)c(F)c(B(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F>CC(C)[Si](C(C)C)(C(C)C)n1cc(B2OC(C)(C)C(C)(C)O2)c2ccccc21

Participants

Conditions

Temperature: 25 °C

Procedure

Prepared from N-(triisopropylsilyl)-1H-indole (4a, 27.4 mg, 0.100 mmol, 1.00 equiv), catBH (24.0 mg, 0.200 mmol, 2.00 equiv), norbornene (18.8 mg, 0.100 mmol, 1.00 equiv) and B(C6F5)3 (5.1 mg, 0.010 mmol, 0.10 equiv) according to GP 3. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3j (24.4 mg, 61%) as a white solid.