Formal [4+2] cycloaddition of quinolines, pyridines, and isoquinolines with 3-ethoxycyclobutanones

Add time:09/07/2019    Source:sciencedirect.com

3-Ethoxycyclobutanones reacted with pyridines, quinolines, and isoquinolines to give the corresponding formal [4+2] cycloadducts, 9a-hydro-2H-quinolizin-2-one derivatives, by using Me3SiOTf in acetonitrile. Cycloaddition of 3-ethoxy-2-monoalkylcyclobutanones to 5-nitroquinoline or 4-cyanopyridine proceeded stereoselectively.

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