Dedicated to Professor Shinji Murai for his contribution to bond activation
Abstract
The reaction of 2-(2-fluoroaryl) N-heteroaromatic compounds, such as benzimidazole and indole derivatives, with internal alkynes in the presence of a catalytic amount of a nickel complex results in C–F/N–H annulation with alkynes. The reaction shows a high functional group compatibility. The presence of a strong base, such as KOBu
t
or LiOBu
t
, is required for the reaction to proceed.
Key words
C–F bond activation - nickel - alkyne - annulation - N-heteroaromatic compounds