Synthesis 2015; 47(15): 2233-2241
DOI: 10.1055/s-0034-1380525
special topic
© Georg Thieme Verlag Stuttgart · New York

Metal-Free Conjugate Addition of Alkenylboronic Acids to Enedicarbonyl Compounds towards the Synthesis of Pyridazine Derivatives

Authors

  • Silvia Roscales

    Instituto Pluridisciplinar, Universidad Complutense de Madrid, Campus de Excelencia Internactional Moncloa, Paseo de Juan XXIII, 1, 28040 Madrid, Spain   Email: csaky@ucm.es
  • Ainhoa Sancho

    Instituto Pluridisciplinar, Universidad Complutense de Madrid, Campus de Excelencia Internactional Moncloa, Paseo de Juan XXIII, 1, 28040 Madrid, Spain   Email: csaky@ucm.es
  • Aurelio G. Csákÿ*

    Instituto Pluridisciplinar, Universidad Complutense de Madrid, Campus de Excelencia Internactional Moncloa, Paseo de Juan XXIII, 1, 28040 Madrid, Spain   Email: csaky@ucm.es
Further Information

Publication History

Received: 04 March 2015

Accepted: 12 March 2015

Publication Date:
16 April 2015 (online)


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Abstract

The regioselective conjugate addition of alkenylboronic acids to electronically-differentiated 1,4-enedicarbonyl compounds under metal-free conditions, using tartaric acid as promoter of the reaction is reported. The resulting compounds have been used as starting materials in the synthesis of 4-alkenyl-4,5-dihydropyridazin-3(2H)-ones or 4-alkylpyridazin-3(2H)-ones by reaction with hydrazine hydrate and acetic acid.

Supporting Information