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Synthesis of 1-tetralones by intramolecular Friedel–Crafts reaction of 4-arylbutyric acids using Lewis acid catalysts

✍ Scribed by Dong-Mei Cui; Masato Kawamura; Shigeru Shimada; Teruyuki Hayashi; Masato Tanaka

Book ID
104253608
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
244 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

Intramolecular Friedel-Crafts reaction of 4-arylbutyric acids efficiently proceeded in the presence of catalytic amounts of Lewis acids such as Bi(NTf 2 ) 3 and M(OTf) 3 (M=Bi, Ga, In and rare-earth metals) to form 1-tetralones. Chroman-4-one and thiochroman-4-one were also obtained in good yields from 3-phenoxypropionic acid and 3-phenylthiopropionic acid, respectively.

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