Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-tert-Butyltoluene | HCID 7390 | — |
| 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 | 1799485-26-9 | HCID 122371230 | 44% |
Reaction Steps
The general procedure A was followed using 1-(tert-butyl)-4-chlorobenzene (84.2 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 125 oC. The 1H NMR conversion was 46%. 5ad was obtained as white solid (60.1 mg, 44%) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v). m.p.: 70-72 oC.
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-7fa3e0e65e7842b7a24def4d2d54161a |
|---|
| Source note | Borylation dataset from Roche |
|---|