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Reactions with benzo[ b ]thiophene‐2,3‐diones I: Synthesis of 2,3‐dihydroxy‐2,3‐diaryl(aralkyl)benzo[ b ]thiophene derivatives
Author(s) -
Sallam Mohamed Mohamed Mohamed,
Elnagdi Mohamed Helmi,
AbdelHady Mohamed Husein
Publication year - 1975
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19750580709
Subject(s) - chemistry , thiophene , yield (engineering) , sodium hydroxide , reagent , medicinal chemistry , hydrolysis , organic chemistry , metallurgy , materials science
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.