4.7 Article

Access to 5-Substituted 3-Aminofuran/Thiophene-2-Carboxylates from Bifunctional Alkynenitriles

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 364, Issue 13, Pages 2254-2259

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202200305

Keywords

3-Aminofurans; 3-aminothiophenes; Alkynenitriles; Thorpe-Ziegler cyclization; conjugate addition

Funding

  1. CSIR, New Delhi
  2. DST-SERB, New Delhi, India
  3. IIT Ropar

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An atom-economical approach for the synthesis of 3-aminofurans/thiophenes via conjugate addition and modified Thorpe-Ziegler cyclization has been reported. This operationally simple method offers a rapid access to a diverse library of compounds.
An atom-economical approach for the synthesis of 3-aminofurans/thiophenes via a conjugate addition of alcohols and thiols with electron withdrawing groups (EWGs) at alpha positions on alkynenitriles followed by a modified Thorpe-Ziegler cyclization have been reported. This operationally simple protocol offers a rapid access to a library of 3-aminofurans/thiophenes in moderate to good yields.

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