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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491495Generated: October 26, 2026

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

https://huagongshe.com/reaction/1491495

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylisoquinolineHCID 137882—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
ReagentN,N-Dibenzyl-N'-(pyridin-2-ylmethylene)hydrazineHCID 67601456—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventTetrahydrofuranHCID 8028—
Product1-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]isoquinolineHCID 14078644378%

Reaction Conditions

Temperature50 °C

Reaction Steps

Following the general procedure, precipitation from the reaction crude with hexane, trituration and filtration afforded 9n (132 mg, 80 %) as a light brown solid.

Provenance & Evidence

DOI10.1002/anie.201104544
Source datasetBorylation dataset from Roche
ORD IDord-9cd5a8a6d6f84ea8b68e2222fc75d190
Source noteBorylation dataset from Roche