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Triphenylphosphine → 5-Ethenyl-1,3-dihydro-2H-2-benzothiophene-2,2-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Vinyltrimethylsilane | HCID 79102 | — |
| 反応物 | 5-Bromo-1,3-dihydro-benzo(c)thiophene 2,2-dioxide | HCID 288396 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-Ethenyl-1,3-dihydro-2H-2-benzothiophene-2,2-dione | HCID 59801479 | — |
反応手順
Under classical Heck reaction conditions, 5-Bromo-1,3-dihydro-benzo[c]thiophene 2,2-dioxide was transformed with PPh3, Pd(OAc)2, TEA, and vinyltrimethylsilane at 90° C. in DMF. The crude product was extracted with CH2Cl2 and concentrated. Deprotection in CH2Cl2/TFA gave the pure product after purification with flash chromatography (CH2Cl2) in high yields.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07935782B2 |
| 出典データセット | uspto-grants-2011_05 |
| ORD ID | ord-c4783ec6a7584123a7e88d447a58955a |
| 出典メモ | uspto-grants-2011_05 |