THIENO[2,3-B]THIOPHENE synthesis

15synthesis methods

Product Name:THIENO[2,3-B]THIOPHENE
CAS Number:250-84-0
Molecular formula:C6H4S2
Molecular Weight:140.23

3-Thiophenecarboxaldehyde ethylene acetal

13250-82-3
77 suppliers
$15.00/250mg

250-84-0
67 suppliers
$60.00/100mg

Yield:-

Steps:

Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -20 °C / Schlenk technique; Inert atmosphere
1.2: 1 h / 25 °C / Schlenk technique; Inert atmosphere
1.3: 2 h / 25 °C / Schlenk technique; Inert atmosphere
2.1: toluene-4-sulfonic acid / acetone / 1 h / 25 °C
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C
4.1: lithium hydroxide; water / tetrahydrofuran / 4 h / 100 °C
5.1: copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / 1-methyl-pyrrolidin-2-one / 1 h / 220 °C

References:

Podlesny, Jan;Pytela, Old?ich;Klikar, Milan;Jelínková, Veronika;Kityk, Iwan V.;Ozga, Katarzyna;Jedryka, Jaroslaw;Rudysh, Myron;Bure?, Filip [Organic and Biomolecular Chemistry,2019,vol. 17,# 14,p. 3623 - 3634]