4.4 Article

Formylation, dicyanovinylation and tricyanovinylation of 5-alkoxy- and 5-amino- substituted 2,2′-bithiophenes

Journal

TETRAHEDRON
Volume 59, Issue 26, Pages 4891-4899

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(03)00705-1

Keywords

donor-acceptor bithiophene compounds; Vilsmeier formylation; alpha-lithiation; Knoevenagel condensation; tricyanovinylation; non-linear optical material; NLO applications

Funding

  1. Fundação para a Ciência e a Tecnologia [POCTI/QUI/37816/2001, PD/BD/52602/2014] Funding Source: FCT

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Several donor-acceptor-substituted bithiophenes were synthesized by functionalization of the corresponding 5-alkoxy- or 5-aminobithiophenes 2 by different methods: Vilsmeier formylation, metalation followed by reaction with DMF, direct tricyanovinylation reaction using TCNE or Knoevenagel condensation starting from the corresponding 5-formyl-derivatives of 1. (C) 2003 Elsevier Science Ltd. All rights reserved.

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