Issue 10, 1993
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Intramolecular Diels–Alder reaction with furans: effect of the substitution pattern reinvestigated

Dipak Prajapati,   Dipak R. Borthakur  and  Jagir S. Sandhu  

Abstract

Intramolecular Diels–Alder reactions occurred smoothly when N-(α-cyanofurfuryl)arylamines 2a–g and N-furfurylarylamines 7a–d were treated with maleic anhydride and fumaroyl chloridetriethylamine respectively, to afford the corresponding cycloadducts 4 and 10 in good yields. Electron-withdrawing groups and the cyano group inhibited the IMDA reaction when a less activated dienophile was employed. The structures of these IMDA products were fully characterised on the basis of spectral results and elemental analyses.

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Article information

DOI
https://doi.org/10.1039/P19930001197
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 1197-1200

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Intramolecular Diels–Alder reaction with furans: effect of the substitution pattern reinvestigated

D. Prajapati, D. R. Borthakur and J. S. Sandhu, J. Chem. Soc., Perkin Trans. 1, 1993, 1197 DOI: 10.1039/P19930001197

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