Catalyst free 1,3-dipolar cycloaddition of 3-oxo-1,2-pyrazolidinium ylides to β-trifluoroacetyl vinyl ethyl ether: Synthesis of 6-trifluoroacetyl substituted bicyclic pyrazolidinones

A catalyst free cycloaddition reaction of 3-oxo-1,2-pyrazolidinium ylides with β-trifluoroacetyl vinyl ethyl ether is reported, which proceeded smoothly at ambient temperature and afford the bicyclic pyrazolidinone products in good yield. This is the first report of synthesis of 6-trifluoroacetyl substituted bicyclic pyrazolidinones that are potentially anti-microbial and herbicidal.

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► A catalyst free cycloaddition reaction of 3-oxo-1,2-pyrazolidinium ylides with β-trifluoroacetyl vinyl ethyl ether is reported.
► The reaction proceeded smoothly at ambient temperature and afford the bicyclic pyrazolidinone products in good yield.
► The reaction proceeded via a 1,3-cycloaddition-elimination process.
► This is the first report of synthesis of 6-trifluoroacetyl substituted bicyclic pyrazolidinones.