1-Methyl-2,3-dihydro-1H-indole → 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole
Reaction equation
CN1CCc2ccccc21>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>CN1CCc2cc(B3OC(C)(C)C(C)(C)O3)ccc21Participants
8
Reactant 1
Product 1
Reagents, catalysts & solvents 6
Conditions
- Temperature
- 25 °C
Procedure
Prepared from 1-methylindoline (1j, 13.5 mg, 0.100 mmol, 1.00 equiv), catBH (24.0 mg, 0.200 mmol, 2.00 equiv), norbornadiene (9.2 mg, 0.10 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 (7.5 mg, 30%) as a white solid.
Sources & evidence
- ORD record
- ord-a69ae003920743bcb48cb3ac16966ce5
- Source dataset
- Borylation dataset from Roche
Reaction notes
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