An aerobic copper-mediated domino process for the synthesis of 3-(trifluoromethylseleno)indoles

An aerobic copper-mediated domino reaction for the synthesis of 3-(trifluoromethylseleno)indoles by trifluoromethylselenolation of N-Ts 2-alkynylaniline with [(bpy)CuSeCF3](2) is reported. This reaction proceeds through sequential oxidation, alkyne coordination, and deprotonation followed by reductive elimination. This mild and robust method is highly functional group tolerant and provides straightforward access to 3-(trifluoromethylseleno)indoles in moderate to good yields.

Automated summary

An aerobic copper-mediated domino reaction for the synthesis of 3-(trifluoromethylseleno)indoles by trifluoromethylselenolation of N-Ts 2-alkynylaniline with [(bpy)CuSeCF3](2) is described. This reaction proceeds through sequential oxidation, alkyne coordination, and deprotonation followed by reductive elimination. The method is mild, robust, and highly functional group tolerant, providing moderate to good yields of 3-(trifluoromethylseleno)indoles.