Abstract The first representatives of a previously unknown class of highly reactive functionalized pyrrole compounds, 3-(pyrrol-2-yl)propiolaldehydes, have been synthesized by the transition metal-free, mechanoactivated ethynylation of pyrroles with 3-iodopropiolaldehyde using a solid K 2 CO 3 medium under mild conditions (room temperature, 4 h) in yields of up to 71%.