An Efficient Preparation of 1,2-Dihydropyridazines through a Diels-Alder/Palladium-Catalysed Elimination Sequence

Thomas K. Britten; Geoffrey R. Akien; Paul D. Kemmitt; Nathan R. Halkovitch; Susannah C. Coote

doi:10.1016/j.tetlet.2019.04.054

An Efficient Preparation of 1,2-Dihydropyridazines through a Diels-Alder/Palladium-Catalysed Elimination Sequence

Thomas K. Britten, Geoffrey R. Akien, Paul D. Kemmitt, Nathan R. Halkovitch, Susannah C. Coote

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

3 Citations (SciVal)

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.

Original language	English
Pages (from-to)	1498-1500
Number of pages	3
Journal	Tetrahedron Letters
Volume	60
Issue number	22
Early online date	30 Apr 2019
DOIs	https://doi.org/10.1016/j.tetlet.2019.04.054
Publication status	Published - 30 May 2019

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10.1016/j.tetlet.2019.04.054

https://www.sciencedirect.com/science/article/pii/S0040403919304150

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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.",

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AU - Britten, Thomas K.

AU - Akien, Geoffrey R.

AU - Kemmitt, Paul D.

AU - Halkovitch, Nathan R.

AU - Coote, Susannah C.

PY - 2019/5/30

Y1 - 2019/5/30

N2 - 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.

AB - 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.

U2 - 10.1016/j.tetlet.2019.04.054

DO - 10.1016/j.tetlet.2019.04.054

M3 - Article

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VL - 60

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EP - 1500

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22

ER -

An Efficient Preparation of 1,2-Dihydropyridazines through a Diels-Alder/Palladium-Catalysed Elimination Sequence

Abstract

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