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Lewis-acid catalyzed reaction of 2-isopropenylaniline with ketones: Improved synthesis of 2,2,4-trisubstituted 1,2-dihydroquinolines

✍ Scribed by James P. Edwards; Josef D. Ringgenberg; Todd K. Jones

Book ID
118549964
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
215 KB
Volume
39
Category
Article
ISSN
0040-4039

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Non-enolizable thioketones and 1,2-epoxycycloalkanes undergo a Lewis acid catalyzed addition reaction to give 1,3-oxathiolanes. Appropriate reaction conditions are CH 2 Cl 2 as the solvent, BF 3 Β΄Et 2 O as the Lewis acid, and a temperature between Γ€ 788 and r.t. Under the reaction conditions, the 1,