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Novel oxidative opening of 2,5-disubstituted furan ring

✍ Scribed by Janusz Jurczak; Stanisław Pikul

Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
134 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new reaction of 2,5_disubstituted furans with bromine in an acetone -water solution afforded an efficient and mild method for opening of the furan ring, this leading to the respective enedione system. The reaction was successfully carried out under either basic or acidic conditions.

📜 SIMILAR VOLUMES

The synthesis of 2,5-disubstituted furan
The synthesis of 2,5-disubstituted furans
✍ David J. Ager 📂 Article 📅 1983 🏛 Elsevier Science 🌐 French ⚖ 172 KB

The dianion derived from the oxime of furfuraldehyde (1) reacts with electrophiles at the 5-position of the furan ring; subsequent hydrol$is of the oxime provides a useful method for the synthesis of 2,5\_disubstituted furans.

Furan ring opening — isocoumarine ring c
Furan ring opening — isocoumarine ring closure: A recyclization reaction of 2-carboxyaryldifurylmethanes
✍ Vladimir T. Abaev; Artem S. Dmitriev; Sergey A. Podelyakin; Alexander V. Butin; 📂 Article 📅 2006 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 498 KB

A general method for the synthesis of isocoumarine derivatives has been developed. Bis(5-R-2furyl)methylbenzoic acids (R = methyl, ethyl) underwent recyclization and subsequent cyclization into tetracyclic isochromene-1-one derivatives under treatment with hydrogen chloride in methanol. It has been