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Título : Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge
Autor : Cisneros Pérez, Pablo A.
Frontana Uribe, Bernardo A.
Martínez Otero, Diego
Cuevas Yáñez, Erick
Palabras clave : 3,4-Dialkoxythiophene
m-Xylene bridge
Unsymmetrical etherification
Ultrasound
p-Conjugated systems
Fecha de publicación : 2016
Editorial : Elsevier
Citación : Cisneros-Pérez, P. A., Frontana-Uribe, B. A., Martínez-Otero, D., & Cuevas-Yáñez, E. (2016). Synthesis of bis-3,4-dialkoxythiophenes linked by a m-xylene bridge. Tetrahedron Letters, 57(46), 5089–5093. doi:10.1016/j.tetlet.2016.10.015.
Citación : PRODUCCIÓN CIENTÍFICA-ARTÍCULOS;A-IKIAM-000106
Resumen : Two examples of bis 3,4-dialkoxythiophenes linked with am-xylene bridge were synthesized in yields of18% and 32% in a six step process. The formation of them-xylene bridge, key reaction of the synthesis,was carried out through Williamson, Mitsunobu andtrans-etherification reactions which were subse-quently compared on performance and versatility. The Mitsunobu reaction assisted by sonication wasfound to be the best strategy. These molecules are among the few examples of unsymmetrically substi-tuted 3,4-dialcoxythiophenes. During the synthesis an 18 member heterocycle, closely related to a crownether was isolated. The details of the XRD structure of this heterocycle are discussed.
URI : http://repositorio.ikiam.edu.ec/jspui/handle/RD_IKIAM/169
https://doi.org/10.1016/j.tetlet.2016.10.015
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