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首页> 外文期刊>Journal of the Indian Chemical Society >Studies on cavity shaped polycyclic thiaarenes: Short and efficient synthesis of 2, 12-dimethylanthra[1, 2-b][8, 7-b]bisthiophene and anthra[1, 2-b]thiophene
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Studies on cavity shaped polycyclic thiaarenes: Short and efficient synthesis of 2, 12-dimethylanthra[1, 2-b][8, 7-b]bisthiophene and anthra[1, 2-b]thiophene

机译:腔形多环噻喃的研究:2,12-二甲基蒽[1,2-b] [8,7-b]双噻吩和蒽[1,2-b]噻吩的短而有效的合成

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摘要

A short, efficient and high yielding synthesis of anthra[1, 2-b][8, 7-b]bisthiophene (5) and anthra[1, 2-b]thiophene (12) is described. Compound 5 has been synthesised by condensation of methyl thioglycolate with the bis-chloroaldehyde 1 to give the 2, 10-dicarbomethoxyanthra[1, 2-b][8, 7-b]bisthiophene (2). Subsequent hydrolysis of the diester followed by decarboxylation of the resulting diacid 3 produces 4, 5, 7, 8-thtrahydroanthra[1, 2-b][8, 7-b]bisthiophene (4) which is aromatized with DDQ to furnish compound 5. Following the similar sequence of reaction on the chloroaldehyde 8 anthra[1, 2-b]thiophene (12) has been synthesised. Compound 5 on further methylation with n-BuLi and MeI results in the formation of the dimethyl derivative 6.
机译:描述了蒽[1,2-b] [8,7-b]双噻吩(5)和蒽[1,2-b]噻吩(12)的短而有效且高产率的合成。通过将巯基乙酸甲酯与双氯醛1缩合,得到2,5-二苯甲氧基蒽[1,2-b] [8,7-b]双噻吩(2),合成了化合物5。随后使二酯水解,然后使所得的二酸3脱羧,得到4,5,7,8-throhydroanthra [1,2-b] [8,7-b]双噻吩(4),将其用DDQ芳香化以提供化合物5按照在氯醛8上的相似反应顺序,合成了蒽[1,2-b]噻吩(12)。用n-BuLi和MeI进一步甲基化的化合物5导致形成二甲基衍生物6。

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