Abstract
An efficient method to construct cyclopenta[c]chromene skeletons by Lewis acid-catalyzed intramolecular [3+2] cycloaddition of cyclopropane 1,1-diesters with alkynes is presented. Two new fused cycles can be formed in one step in moderate to excellent yields (up to 94 %), and the products can be converted into bioactive barbituric acid derivatives (1) under simple reaction conditions.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkynes / chemical synthesis
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Alkynes / chemistry*
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Barbiturates / chemical synthesis
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Barbiturates / chemistry
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Benzopyrans / chemical synthesis
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Benzopyrans / chemistry*
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Catalysis
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Cyclization
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Cyclopropanes / chemical synthesis
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Cyclopropanes / chemistry*
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Lewis Acids / chemistry*
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Stereoisomerism
Substances
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Alkynes
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Barbiturates
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Benzopyrans
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Cyclopropanes
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Lewis Acids
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cyclopropane
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barbituric acid