Reactions with benzo[b]thiophene-2,3-diones I: Synthesis of 2,3-dihydroxy-2,3-diaryl(aralkyl)benzo[b]thiophene derivatives

✍ Scribed by Mohamed Mohamed Mohamed Sallam; Mohamed Helmi Elnagdi; Mohamed Husein Abdel-Hady

• Publisher: John Wiley and Sons
• Year: 1975
• Tongue: German
• Weight: 555 KB
• Volume: 58
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19750580709

✦ Synopsis

Abstract

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.