Design and Utilization of Stable Hydrofluoroolefin‐Based Trifluoropropynyl Surrogate for Sonogashira Coupling

The synthesis of aromatic trifluoromethylated scaffolds is of considerable importance in organic chemistry and pharmaceutical research. Herein, a catalytic method with broad functional group tolerance for the construction of aromatic and heteroaromatic trifluoropropynyl derivatives is reported. This methodology is based on a tandem Sonogashira cross‐coupling reaction between an hydrofluoroolefins‐based carbinol and (hetero)aryl iodides. The developed protocol employs inexpensive and commercially available HFO‐1234yf gas to generate a bench‐stable trifluoropropynyl carbinol reagent.