Synthesis of 1-(2-Methyl-1,2,3,4-tetrahydroquinolin-4-yl) pyrrolidin-2-ones from Anilines and N-Vinyl Pyrrolidin-2-one Through Imino Diels–Alder Reaction Using 4-Nitro Phthalic Acid as Catalyst

Abstract

Aryl amines react smoothly and efficiently with N-vinyl pyrrolidin-2-one in the presence of 4-nitro phthalic acid in acetonitrile to afford the corresponding 1-(2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)pyrrolidin-2-ones in good yields.

Keywords:

• 2-methyl-1,2,3,4-tetrahydroquinolines
• 4-nitro phthalic acid
• aryl amines
• imino Diels–Alder reaction
• N-vinyl pyrrolidin-2-one

ACKNOWLEDGMENT

We are thankful to Department of Postgraduate Studies and Research in Chemistry and Industrial Chemistry, Kuvempu University, Shankaraghatta, for providing laboratory facilities.

Notes

^a 50 mol% catalyst loaded.

^b Isolated yields.

^a Isolated yields.