HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491485Generated: October 27, 2026
Isoquinoline, 1-(1-naphthalenyl)- → 1-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl]isoquinoline
https://huagongshe.com/reaction/1491485
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isoquinoline, 1-(1-naphthalenyl)- | HCID 3838254 | — |
| Reagent | trans-N-(2-Pyridylmethylene)aniline | HCID 499408 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 4,4,5,5-Tetramethyl[1,3,2]dioxaborolane | HCID 2734768 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl]isoquinoline | HCID 101547934 | 50% |
Reaction Steps
Following the general procedure, column chromatography (EtOAc/nhexane 1:3) afforded 9a (160 mg, 84 %) as a light yellow solid. Evaporation from EtOAc/n-hexane afforded X-Ray quality crystals.
Provenance & Evidence
| DOI | 10.1002/anie.201104544 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-ae43fe88113a465f8385191940458550 |
|---|
| Source note | Borylation dataset from Roche |
|---|
