Catalyst‐Free Synthesis of α‐Functionalized 2H‐Chromenes in Water: A Tandem Self‐Promoted pseudo‐Substitution and Decarboxylation Process

2019 
: A catalyst-free decarboxylative reaction between β-keto acids and 2H-chromene acetals in water was developed. This reaction featured a broad substrate scope and easily obtainable starting materials to afford α-functionalized 2H-chromenes in high yields. The synthetic value of this protocol was also demonstrated by the scale-up synthesis and versatile conversions of the title product into other useful compounds. In addition, control experiments indicated that water was essential for the reactivity. Mechanistic studies further revealed that the reaction proceeded through a self-promoted tandem pseudo-substitution and decarboxylation process.
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