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Synthesis of Benzo[1,2‐ b :4,5‐ b’ ]dithiophene and Benzocondensed Thiaheterocycles
Author(s) -
Baldoli Clara,
Cauteruccio Silvia,
Licandro Emanuela
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201903811
Subject(s) - thiophene , condensation , acetal , chemistry , stereochemistry , ethylene , combinatorial chemistry , organic chemistry , catalysis , physics , thermodynamics
A two‐step synthesis of benzo[1,2‐ b :4,5‐ b ’]dithiophene (BDT) was carried out starting from 3‐thiophene carbaldehyde as the sole thiophene precursor. This method involves the selective lithiation of the 2‐position of 3‐thiophenecarbaldehyde ethylene acetal, followed by the condensation with 3‐thiophenecarbaldehyde and subsequent dehydrative cycloaromatization of the dithienylmethanol intermediate to give BDT. This synthetic pathway was extended to other thiophene benzocondensed heterocycles.