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Preparation of 3-aminoalkylbenzo[b]thiophenes

✍ Scribed by Frank Burkamp; Stephen R. Fletcher


Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
109 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

We report an efficient entry into substituted 3‐(ω‐aminoalkyl)‐benzo[b]thiophenes that allows rapid generation of structural diversity. Alkylation of α,ω‐dihaloketones with thiophenols followed by acid‐catalysed cyclisation led to an efficient synthesis of 3‐(ω‐aminoalkyl)benzo[b]thiophenes. 2‐Carboethoxy derivatives were prepared using a directed ortho‐metallation approach. These derivatives were readily converted into the corresponding amines.


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