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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490503Generated: October 31, 2026

1-(Triisopropylsilyl)indole → HCID 11395451, compound

https://huagongshe.com/reaction/1490503

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Triisopropylsilyl)indoleHCID 11459999—
ReagentPinacolHCID 6425—
ReagentTriethylamineHCID 8471—
ReagentNorbornadieneHCID 8473—
ReagentCatecholboraneHCID 67506—
CatalystTris(pentafluorophenyl)boraneHCID 582056—
SolventTolueneHCID 1140—
ProductHCID 11395451HCID 1139545161%

Reaction Conditions

Temperature25 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.1002/anie.201611536
Source datasetBorylation dataset from Roche
ORD IDord-15f394501a194234ab9754975d2d9bdd
Source noteBorylation dataset from Roche