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

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
› Author Affiliations
Further Information

Publication History

Received: 04 March 2015

Accepted: 12 March 2015

Publication Date:
16 April 2015 (eFirst)

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

 
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