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Open AccessJournal ArticleDOI

The claisen rearrangement in aromatic heterocyclic compounds. ii. the thermal rearrangement of allyl 4-quinolyl ethers.

Yasuo Makisumi
- 25 Dec 1964 - 
- Vol. 12, Iss: 12, pp 1424-1432
TLDR
Thermal rearrangement of allyl 4-quinolyl ethers in 1-methylnaphthalene of without solvent resulted in the formation of good yields of the ortho-Claisen rearrangements products and small amounts of the lactim ehter-lactam isomerization products.
Abstract
Thermal rearrangement of allyl 4-quinolyl ethers in 1-methylnaphthalene of without solvent resulted in the formation of good yields of the ortho-Claisen rearrangement products and small amounts of the lactim ehter-lactam isomerization products (1-allyl-4 (1H)-quinolones). A part of the Claisen rearrangement products were consecutively transformed into the 2, 3-dihydrofuro [3, 2-c] quinoline derivatives by their intramolecular cyclization in the process of this reaction. It was confirmed that the latter isomerization reaction is an intermolecular rearrangement.

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Reference EntryDOI

The Claisen and Cope Rearrangements

TL;DR: A comprehensive survey of the history of the Cope and Claisen rearrangements can be found in this article, where the authors survey the accumulation of the Claisen and Cope transformations recorded since the first coverage in 1944.
Journal ArticleDOI

The preparation and thermolysis reactions of allyl 3,4,5,6,7,8- hexafluoroquinolin-2-yl ether, allyl 2,3,5,6,7,8- hexafluoroquinolin-4-yl ether and allyl 3,4,5,6,7,8- hexafluoroisoquinolin-1-yl ether.

TL;DR: Sodium allyl oxide reacted with 2,3,4,5,6,7,8-heptafluoroquinoline to give allyl 3,4.5, 6, 7, 8-hexafluoroisoquinolin-2-yl ether.
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