Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490491Generated: November 1, 2026

1-Phenylpyrrolidine → 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine

https://huagongshe.com/reaction/1490491

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylpyrrolidineHCID 77726—
ReagentPinacolHCID 6425—
ReagentTriethylamineHCID 8471—
ReagentCatecholboraneHCID 67506—
CatalystTris(pentafluorophenyl)boraneHCID 582056—
SolventTolueneHCID 1140—
Product1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidineHCID 1852571592%

Reaction Conditions

Temperature120 °C

Reaction Steps

Prepared from 1-phenylpyrrolidine (1b, 29.4 mg, 0.200 mmol, 1.00 equiv) and catBH (36.0 mg, 0.300 mmol, 1.50 equiv) according to GP 1. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3b (50.5 mg, 92%) as a white solid.

Provenance & Evidence

DOI10.1002/anie.201611536
Source datasetBorylation dataset from Roche
ORD IDord-6d674ef84cd44a16a5f54277e04817b5
Source noteBorylation dataset from Roche