関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | o-Chloroacetanilide | HCID 10777 | — |
| 試薬 | Bis(pinacolato)diborane | HCID 2733548 | — |
| 試薬 | Tetrabutylazanium {5'-methyl-[2,2'-bipyridin]-5-yl}methanesulfonate | HCID 165587889 | — |
| 触媒 | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | HCID 130046623 | HCID 130046623 | 35% |
| 生成物 | HCID 156594431 | HCID 156594431 | 39% |
反応手順
Following general procedure F using 2‐chloroacetanilide (42.4 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and 1a (3.8 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at 50 °C for 20 hours before cooling and the solvents removed. Analysis of crude 1 H NMR using internalstandard 1,2‐dimethoxyethane showed 1:1.1 meta:para borylation in 74% yield. The crude product was purified by silica gel chromatography (Pet. Ether (40‐60):EtOAc (19:1‐6:4) to give the title compound (as a 1:1.3:0.4 mixture of meta:para:SM ratio, as determined by 1 H NMR) as a colourless oil. NMR yields have been used for all comparisons.
情報源と証拠
| DOI | 10.1002/anie.201708967 |
|---|
| 出典データセット | Borylation dataset from Roche |
|---|
| ORD ID | ord-364444f55747421995a80216950a4c51 |
|---|
| 出典メモ | Borylation dataset from Roche |
|---|
