HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490506Generated: November 2, 2026
6-fluoro-1-[tris(propan-2-yl)silyl]-1H-indole → 6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1-(triisopropylsilyl)-indole
https://huagongshe.com/reaction/1490506
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 6-fluoro-1-[tris(propan-2-yl)silyl]-1H-indole | HCID 11716253 | — |
| Reagent | Pinacol | HCID 6425 | — |
| Reagent | Triethylamine | HCID 8471 | — |
| Reagent | Catecholborane | HCID 67506 | — |
| Catalyst | Tris(pentafluorophenyl)borane | HCID 582056 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1-(triisopropylsilyl)-indole | HCID 66760968 | 53% |
Reaction Steps
Prepared from 5-fluoro-N-(triisopropylsilyl)-1H-indole (4f, 58.3 mg, 0.200 mmol, 1.00 equiv) and catBH (96.0 mg, 0.800 mmol, 4.00 equiv) according to GP 2. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 6f (44.5 mg, 53%) as a white foam.
Provenance & Evidence
| DOI | 10.1002/anie.201611536 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-f00dc6f9b7b94e81a1e8412cdf01b4af |
|---|
| Source note | Borylation dataset from Roche |
|---|
