Article ID Journal Published Year Pages File Type
5218654 Tetrahedron 2013 6 Pages PDF
Abstract

A new type of catalytic cascade reaction was found: the direct multicomponent transformation of acenaphthenequinone, cyclic ketones, and two molecules of malononitrile into spiroacenaphthylene pentacyclic systems. The fast (5 min) reaction of acenaphthenequinone, cyclic ketones, and 2 equiv of malononitrile at ambient temperature results in the formation of pentacyclic and pentaheterocyclic spiroacenaphthylene frameworks in 70-95% yields. Thus, a new simple fast and efficient 'one-pot' method to synthesize substituted spiroacenaphthylene frameworks was found directly from simple starting compounds. The application of this convenient multicomponent method is also beneficial from the viewpoint of diversity-oriented large-scale processes.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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