An efficient preparation of 1,2-dihydropyridazines through a Diels-Alder/palladium-catalysed elimination sequence

Britten, T.K. and Akien, G.R. and Kemmitt, P.D. and Halcovitch, N.R. and Coote, S.C. (2019) An efficient preparation of 1,2-dihydropyridazines through a Diels-Alder/palladium-catalysed elimination sequence. Tetrahedron Letters, 60 (22). pp. 1498-1500. ISSN 0040-4039

[thumbnail of COOTE_Dihydropyridazines_2019_Revised]

Text (COOTE_Dihydropyridazines_2019_Revised)
COOTE_Dihydropyridazines_2019_Revised.pdf - Accepted Version
Available under License Creative Commons Attribution Non-commercial No Derivatives.
Download (448kB)

Abstract

A convenient, scalable synthesis of 1,2-dihydropyridazines is presented, based on the Diels-Alder cycloaddition of 1-acetoxy-1,3-butadiene with a variety of azo compounds, followed by a palladium-catalysed elimination. The products are produced on multigram scale and the new method is particularly efficient and atom-economical when compared with previous preparations of 1,2-dihydropyridazines.

Item Type:

Journal Article

Journal or Publication Title:

Tetrahedron Letters

Additional Information:

This is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, 60, 22, 2019 DOI: 10.1016/j.tetlet.2019.04.054

Uncontrolled Keywords:

/dk/atira/pure/subjectarea/asjc/1300/1303

Subjects:

?? cycloadditionsdihydropyridazineheterocyclespalladiumbiochemistryorganic chemistrydrug discovery ??

ID Code:

133805

Deposited By:

ep_importer_pure

Deposited On:

22 Jul 2019 15:50

Refereed?:

Yes

Published?:

Published

Last Modified:

23 Dec 2024 02:13

URI:

https://eprints.lancs.ac.uk/id/eprint/133805