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Thermal Claisen rearrangement of aryl allenylmethyl ethers: synthesis of 2-(o-hydroxyaryl)buta-1,3-dienes and 4-methyl-2H-1-benzopyrans

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TLDR
In this paper, aryl allenylmethyl ethers in diethylene glycol were rearranged to yield 2-(o-hydroxyaryl)buta-1,3-dienes and 4-methyl-2H-1-benzopyrans.
Abstract
Thermal Claisen rearrangement of aryl allenylmethyl ethers in diethylene glycol afforded 2-(o-hydroxyaryl)buta-1,3-dienes and 4-methyl-2H-1-benzopyrans in good yield.

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References
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Journal ArticleDOI

Organoaluminum-promoted Claisen rearrangement of allyl vinyl ethers

TL;DR: Le (bis-[(bromo-4 di-t-butyl-2,6)phenoxy methyl) aluminium peut etre utilise pour obtenir l'isomere (Z) alors que l'sisomeres (E) est produit avec le (bis-(diphenyl 2,6 phenoxy] methyl) aluminum as discussed by the authors.
Journal ArticleDOI

Water as a solvent for the Claisen rearrangement: practical implications for synthetic organic chemistry

TL;DR: The influence accelerante de l'eau comme solvant, sur la vitesse de la transposition de Claisen a ete demontree pour divers substrats as discussed by the authors.
Journal ArticleDOI

Studies an Acetylenic Compounds. XXIII. A New Ring Closure of 2-Propynyl Ethers

TL;DR: The structures of new pyran derivatives obtained by the new ring-closure were confirmed by the melting point, infrared and ultraviolet spectra of the authentic samples which were synthesized by another routes.
Journal ArticleDOI

Generation of allenyliodinanes and their reductive iodonio-Claisen rearrangement

TL;DR: This is the first to show that meta-Claisen rearrangement occurs preferentially even when a free para position is available, and can be interpreted in terms of the small bond energy of the breaking apical carbon-iodine (III) bond.
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