## Abstract As an active diene (more active than furan itself), 3,4‐dimethoxyfuran (**1**) affords with many dienophiles the respective cycloadducts in a high yield [2]. It has recently been found that under thermal conditions **1** easily reacts with maleic anhydride and its monomethyl derivative,
Cycloaddition of 3,4-Dimethoxyfuran with 1,4-Benzoquinones under High Pressure
✍ Scribed by Janusz Jurczak; Tomasz Koz̀gluk; Marek Tkacz; Conrad Hans Eugster
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- German
- Weight
- 205 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
High‐pressure cycloaddition of 3,4‐dimethoxyfuran with 1,4‐benzoquinone, toluquinone and 2,3‐dimethoxy‐1,4‐benzoquinone show, at 7 kbar and room temperature, prevailing formation of endo‐isomers. Raising pressure (or temperature) results in a surprising increase of the exo‐isomer. By catalytic hydrogenation of a mixture 3a/4a, followed by chromatography, the pure diastereomers 5 and 6 were obtained.
📜 SIMILAR VOLUMES
For the first time a successful [2 + 4]‐cycloaddition of furan (**1**) with simple 1,4‐benzoquinones **2** has been realized.
## Abstract The reaction of an __N__‐monosubstituted amidine with a β‐ketoester to afford a pyrimidinone is sluggish at best under normal conditions. We now report that this reaction can be effected in moderate yield under high pressure. Thus, 2,6‐dichloro‐4‐pyridyl‐(__N__‐prop‐2‐ynyl)carboxamidine
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