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

Britten, TK ORCID: https://orcid.org/0000-0002-3580-1145, Akien, GR, Kemmitt, PD, Halcovitch, NR and Coote, SC (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

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Abstract

© 2019 Elsevier Ltd 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:	Article
Peer-reviewed:	Yes
Date Deposited:	27 Apr 2020 13:59
Publisher:	Elsevier
Additional Information:	This is an Author Accepted Manuscript of a paper accepted for publication in Tetrahedron Letters, published by and copyright Elsevier.
Divisions:	Faculties > Science and Engineering
Subject terms:	Science & Technology, Physical Sciences, Chemistry, Organic, Chemistry, Heterocycles, Cycloadditions, Dihydropyridazine, Palladium, CONFORMATIONAL RATE-PROCESSES, BRIDGEHEAD HYDRAZINES, MAGNETIC-RESONANCE, NMR, CYCLOBUTADIENE, ISOMERIZATION, Organic Chemistry, 0305 Organic Chemistry, 0304 Medicinal and Biomolecular Chemistry
URI:	https://e-space.mmu.ac.uk/id/eprint/625607
DOI:	https://doi.org/10.1016/j.tetlet.2019.04.054
ISSN	0040-4039
e-ISSN	1873-3581

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