HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490563Generated: October 30, 2026
2-Bromothiophene → 2-(5-Bromothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1490563
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromothiophene | HCID 13851 | — |
| 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 | 2-(5-Bromothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 11737797 | 96% |
Reaction Steps
The general procedure A was followed using 2-bromothiophene (48.4 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 100 oC. 5t was obtained as orange oil (138.7 mg, 96 %) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v);
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-36a20897034c441f9bf4fb79b7aa05c4 |
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| Source note | Borylation dataset from Roche |
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