Paper
Imino Diels-Alder Reactions: Efficient Synthesis of Pyrano- and Furanoquinolines Catalyzed by 4-Nitrophthalic Acid
Published Jan 11, 2008 · A. Srinivasa, K. Mahadevan, K. Hosamani
Monatshefte für Chemie - Chemical Monthly
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Abstract
Summary.4-Nitrophthalic acid was found to be an effective catalyst for the imino Diels-Alder reaction of N-benzylideneanilines with 3,4-dihydro-2H-pyran and 2,3-dihydrofuran to afford pyrano- and furanoquinolines in good yields. It was also found that aryl amines react smoothly with 3,4-dihydro-2H-pyran and 2,3-dihydrofuran under the same condition to afford the corresponding pyrano- and furanoquinolines in high yields. This catalyst is inexpensive, easily available, water soluble, and stable to aqueous reaction conditions.
4-Nitrophthalic acid effectively catalyzes the imino Diels-Alder reaction for the synthesis of pyrano- and furanoquinolines in good yields, making it an inexpensive, easily available, and water soluble catalyst.
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