HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490560Generated: October 31, 2026
5-Chloro-1,3-benzodioxole → 1,3-Benzodioxole, 6-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
https://huagongshe.com/reaction/1490560
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Chloro-1,3-benzodioxole | HCID 138966 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 3-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaborole | HCID 122380799 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Cyclopentyl methyl ether | HCID 138539 | — |
| Product | 1,3-Benzodioxole, 6-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | HCID 122380800 | 96% |
Reaction Steps
The general procedure B was followed using 5-chlorobenzo[d][1,3]dioxole (58.5 uL, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 50 oC. 5p was obtained as white solid (136.3 mg, 96%) after purification by silica gel flash chromatography (EtOAc/PE=1:20 v/v) m.p.: 115-117 oC.
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-eb434d15819c4ae6be056040a892991c |
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| Source note | Borylation dataset from Roche |
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