Carbonylative Synthesis of β-Trifluoromethylated Heterocyclic Ketones through 1,2-Trifluoromethylation and Minisci Carbonylation of Alkenes.

The present study details a metal-free catalytic Minisci carbonylation reaction, founded upon a radical polarity reversal strategy. The reaction under scrutiny involves the reaction of an electrophilic trifluoromethyl radical with an electron-rich alkene to generate a nucleophilic alkyl radical, which then undergoes a Minisci carbonylation transformation with various electron-deficient N-heteroarenes under a carbon monoxide atmosphere. This method has been demonstrated to be both universal and efficient in the synthesis of trifluoromethyl-substituted N-heteroaryl ketones. The experimental results demonstrate that common N-heteroaryl substrates, including pyridine, quinoline, and isoquinoline, can all participate in the reaction. In addition, the reaction displays satisfactory compatibility with both terminal and internal alkene substrates.