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Iodine-catalyzed formation of aza-dienes: a novel synthesis of angularly fused hexahydropyrano- and furo[3,2-c]quinoline derivatives

✍ Scribed by B.V. Subba Reddy; Harish Grewal


Book ID
104098713
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
886 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis


In situ generated aza-diene, from N-[methyl-N-(trimethylsilyl)methyl]aniline in the presence of a catalytic amount of molecular iodine undergoes smooth [4+2] cycloaddition with electron-rich enol ethers, such as 3,4-dihydro-2H-pyran and 2,3-dihydrofuran under mild and neutral conditions to afford the corresponding hexahydropyrano-and furo[3,2-c]quinoline derivatives, respectively, in good yields with cisselectivity.


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