We report the first direct catalytic method for formyl-selective deuterium labeling of aromatic aldehydes under mild conditions, using an iridium-based catalyst designed to favor formyl- over aromatic C-H activation. A good range of aromatic aldehydes is selectively labeled, and a one-pot labeling/olefination protocol is also described. Computational studies support kinetic product control over competing aromatic labeling and decarbonylation pathways.
- C-H activation
- iridium catalysis
Kerr, W. J., Reid, M., & Tuttle, T. (2017). Iridium-catalyzed formyl-selective deuteration of aldehydes. Angewandte Chemie International Edition, 56(27), 7808–7812. https://doi.org/10.1002/anie.201702997