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Controlled Synthesis of Functionalized Mixed Thiophene/Furan Oligomers
Author(s) -
Garzino Frédéric,
Méou Alain,
Brun Pierre
Publication year - 2002
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 - 10.1002/1522-2675(200207)85:7<1989::aid-hlca1989>3.0.co;2-m
Subject(s) - furan , thiophene , chemistry , polymer chemistry , combinatorial chemistry , polymer , organic chemistry
A novel and simple synthetic route for the preparation of a series of functionalized mixed thiophene/furan oligomers is described. This method, involving a Mn(OAc) 3 ‐mediated oxidative addition of β ‐thienyl‐ β ‐keto esters (= β ‐oxothiophenepropanoates) to methyl 3‐thienylprop‐2‐enoates, allows the construction of highly functionalized heteropolyaromatic oligomers possessing various chain lengths ( Schemes 2, 4 , and 5 ). Moreover, the straightforward transformation of the carbonyl functions appended to the furan rings leads to polycarboxylic acid precursors of H 2 O‐soluble conducting polymers ( Scheme 6 ).