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Studies on polycyclic thiaarenes: Part II . An improved synthesis of phenanthro[1,2‐ b ]thiophene and a synthesis of acenaphtho[1,2‐ b ]naphtho‐[2,3‐ d ]thiophene, a novel polynuclear thiaarene
Author(s) -
Kar Gandhi K.,
Karmakar Arun C.,
Ray Jayanta K.
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280428
Subject(s) - chemistry , phthalic anhydride , thiophene , aldehyde , dehydrogenation , decarboxylation , condensation , derivative (finance) , medicinal chemistry , organic chemistry , hydrolysis , formaldehyde , catalysis , economics , thermodynamics , physics , financial economics
An improved synthesis of phenanthro[1,2‐ b ]thiophene ( 6 ) from 1‐chloro‐3,4‐dihydrophenanthrene‐2‐aldehyde ( 2 ) by condensation with thioglycolate followed by hydrolysis, decarboxylation and dehydrogenation is described. A new polycyclic thiophene derivative 14 has also been prepared from acenaphthothiophene ( 7 ) by Friedel‐Craft's reaction with phthalic anhydride followed by lactonisation of the keto carboxylic acid 9 and then reduction and finally cyclisation of the resultant aldehyde 13 .