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Claisen rearrangement to a meta side chain in the quinoline ring system

✍ Scribed by Yasuo Makisumi

Book ID
104223518
Publisher
Elsevier Science
Year
1964
Tongue
French
Weight
244 KB
Volume
5
Category
Article
ISSN
0040-4039

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✦ Synopsis

RECENTLY, the author (1) reported the thermal rearrangement reaction of 5,6dimethyl-7-al lyloxy-s_triazolo[ 1,5-y] pyrimidine with migration of the ally1 group to the meb-active methyl group. The mechanism of this rearrangement is similar to that of the paro-Claisen rearrangement (2), and the reaction may be considered to be a new type Claisen rearrangement. As on extensive example of the reaction, we wish to report a successful "out-of-ring" migration of an ollyl group to the acarbon of a meta-alkyl side chain in the quinoline ring system. Heating 2,3-dimethyl-4quinolyl ally1 ether (la) (3) at 2W for 30 min.

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