Diastereoselective Cascade Assembly of Functionalized Pyrano[3,4-c]pyrrole Derivatives
Mikhail Yu Ievlev1, Oleg V Ershov1, Viktor A Tafeenko2
1Ulyanov Chuvash State University , Moskovsky pr., 15, Cheboksary 428015, Russia.
Abstract:
A novel convenient approach for the synthesis of densely functionalized pyrano[3,4-c]pyrrole derivatives was developed. Cascade transformation of the simple adducts of tetracyanoethylene (TCNE) and ketones (4-oxoalkane-1,1,2,2-tetracarbonitriles) in the presence of aldehyde under the action of acetic acid led to the diastereoselective formation of targeted pyrano[3,4-c]pyrroles. The reaction pathway was thoroughly investigated, and proposed intermediates were shown to be consistent with experiment.
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