A Cheap Amino Alcohol Catalyzed One-Pot, Tri-Component Synthesis of Tetrahydrochromene Derivatives

Shaojun      Song; Zixing      Shan; Yong      Jin

doi:10.2174/157017810790534011

Abstract

An economic, efficient access to 4H-chromene derivatives was found. In the presence of threo-(1S,2S)-2- amino-1-(4-nitrophenyl)-1,3-propanediol, a chiral “waste” in the production of chloromycetin, and one-pot threecomponent Hantzsch reaction of dimedone, aldehydes and malononitrile at room temperature furnished 4H-pyran derivatives in good to excellent yield.

Keywords: 4H-chromene, Hantzsch reaction, one-pot synthesis, threo-(1S,2S)-2-amino-1-(4-nitrophenyl)-1, 3-propanediol

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Letters in Organic Chemistry

Title: A Cheap Amino Alcohol Catalyzed One-Pot, Tri-Component Synthesis of Tetrahydrochromene Derivatives

Volume: 7 Issue: 1

Author(s): Shaojun Song, Zixing Shan and Yong Jin

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Keywords: 4H-chromene, Hantzsch reaction, one-pot synthesis, threo-(1S,2S)-2-amino-1-(4-nitrophenyl)-1, 3-propanediol

Abstract: An economic, efficient access to 4H-chromene derivatives was found. In the presence of threo-(1S,2S)-2- amino-1-(4-nitrophenyl)-1,3-propanediol, a chiral “waste” in the production of chloromycetin, and one-pot threecomponent Hantzsch reaction of dimedone, aldehydes and malononitrile at room temperature furnished 4H-pyran derivatives in good to excellent yield.

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Song Shaojun, Shan Zixing and Jin Yong, A Cheap Amino Alcohol Catalyzed One-Pot, Tri-Component Synthesis of Tetrahydrochromene Derivatives, Letters in Organic Chemistry 2010; 7 (1) . https://dx.doi.org/10.2174/157017810790534011