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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490502Generated: November 2, 2026

1-(Triisopropylsilyl)indole → HCID 11395451, compound

https://huagongshe.com/reaction/1490502

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Triisopropylsilyl)indoleHCID 11459999—
ReagentPinacolHCID 6425—
ReagentTriethylamineHCID 8471—
ReagentCatecholboraneHCID 67506—
CatalystTris(pentafluorophenyl)boraneHCID 582056—
SolventTolueneHCID 1140—
ProductHCID 11395451HCID 1139545163%

Reaction Conditions

Temperature120 °C

Reaction Steps

Prepared from N-(triisopropylsilyl)-1H-indole (4a, 54.7 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 6a (50.3 mg, 63%) as a slightly yellow oil.

Provenance & Evidence

DOI10.1002/anie.201611536
Source datasetBorylation dataset from Roche
ORD IDord-60618b7fc5b54d599ac4309f26d5cb76
Source noteBorylation dataset from Roche