Diels-Alder cycloadditions of 1,3-cyclohexadien-4,5-diones(o-benzoquinones) with norbornadiene. Part I. Synthesis.

Martin Johnston; Melissa Latter; Ronald Warrener; Mirta Golic; Dan McKavanagh; Davor Margetic

doi:10.3390/ecsoc-4-01837

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Diels-Alder cycloadditions of 1,3-cyclohexadien-4,5-diones(o-benzoquinones) with norbornadiene. Part I. Synthesis.

Martin R. Johnston

^*,

Melissa J. Latter

Ronald N. Warrener

Mirta Golic

Dan McKavanagh

Davor Margetic

¹ Centre for Molecular Architecture, Central Queensland University, North Rockhampton, 4701, QLD, Australia

Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-4-01837

Abstract: Cycloadditions between o-chloranil and norbornadiene produced a range of geometrical variants which were characterised as quinoxaline derivatives. Two ether products were also observed resulting from hetero Diels-Alder reactions. Photochemical irradiation of 20 produced the cage compound 22 as a result of an internal (2+2)p cycloaddition.

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Martin Johnston

Melissa Latter

Ronald Warrener

Mirta Golic

Dan McKavanagh

Davor Margetic