Journal
TETRAHEDRON
Volume 68, Issue 29, Pages 5833-5837Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.05.005
Keywords
Multicomponent reaction; Thermal initiation; Acenaphthenequinone; Cyclic CH-acid; Malononitrile; Spiroacenaphthylenes
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The new type of non-catalytic cascade reaction was found: the direct multicomponent reaction of acenaphthenequinone, cyclic CH-acids, and malononitrile to form spiroacenaphthylene heterocycles. The direct heating in water acenaphthenequinone, cyclic CH-acids, and malononitrile at 80 degrees C results in the formation of spiroacenaphthylene heterocycles in 90-95% yields. Thus, a new simple and efficient green 'one-pot' method to synthesize substituted spiroacenaphthylene frameworks was found directly from simple starting compounds. The application of this convenient green multicomponent method is also beneficial from the viewpoint of diversity-oriented large-scale processes. (C) 2012 Elsevier Ltd. All rights reserved.
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