Reactions with benzo[b]thiophene-2,3-diones I: Synthesis of 2,3-dihydroxy-2,3-diaryl(aralkyl)benzo[b]thiophene derivatives
Benzo[b]thiophene‐2,3‐diones (1) react with Grignard reagents to yield 2,3‐dihydroxy‐2,3‐diaryl(aralkyl)benzo[b]‐thiophenes (2). The latter compounds yield 3,3‐diaryl(aralkyl)‐benzo[b]thiophene‐2‐ones (3) by pinacolone rearrangement. Treatment of 3 by hot ethanolic sodium hydroxide solution yields t...
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| Veröffentlicht in: | Helvetica chimica acta 1975-11, Vol.58 (7), p.1940-1944 |
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| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | Benzo[b]thiophene‐2,3‐diones (1) react with Grignard reagents to yield 2,3‐dihydroxy‐2,3‐diaryl(aralkyl)benzo[b]‐thiophenes (2). The latter compounds yield 3,3‐diaryl(aralkyl)‐benzo[b]thiophene‐2‐ones (3) by pinacolone rearrangement. Treatment of 3 by hot ethanolic sodium hydroxide solution yields the corresponding carboxylic acids by hydrolytic heteroring opening. |
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| ISSN: | 0018-019X 1522-2675 |
| DOI: | 10.1002/hlca.19750580709 |