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.

Synthesis of Benzo[1,2-b:4,5-b']dithiophene and Benzocondensed Thiaheterocycles

Baldoli C;
2019

Abstract

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.
2019
Istituto di Scienze e Tecnologie Chimiche "Giulio Natta" - SCITEC
benzannulation · benzodithiophene · cycloaromatization · fused-ring systems · sulfur heterocycles
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/362292
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