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Title
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Chemoselective tree component reaction between alkyl isosyanides and dimethyl-1,3-acetonedicarbocxylate in the presence of acetylenic esters: A convenient synthesis of highlyfunctionalized 2-amino-4H-pyrans
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Type
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Presentation
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Keywords
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2-amino-4H-pyranes, dimethyl-1,3-acetondicarboxylate, alkyl isocyanides
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Abstract
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Six-membered oxygen heterocyclic compounds occupy an important position in natural product chemistry. They occur in plant life, most notably as flavenoids, and in marine environment where they form a part of the wide range of macrocyclic molecules [1]. Substituted 2-amino-4H-pyrans are significant in a number of practical applications. Some have been shown to exhibit biological activity [2] and they also serve as convenient starting materials for synthesis of condensed heterocycles [3]. We previously reported [4] the syntesis of 2-amino-4H-pyrane derivatives from the reaction of alkyl isocyanides with acetylenic esters and cyclic 1,3-diketones. In the present work it will be shown that a on-pot chemoselective three component reaction can produse the desired substituted 2-amino-4H-pyrans in good yield by the reaction of alkyl isocyanides 1 and acetylenic esters 2 in the presence of dimethyl-1,3-acetondicarboxylate 3
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Researchers
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koroush pourdavaee (Third Researcher), Fatemeh Nazem (Second Researcher), Farough Nasiri (First Researcher)
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