Ruthenium-catalyzed oxidation of multisubstituted allyl alcohols in the presence of benzaldehyde gives enals or enones in good yields via an intramolecular hydrogen transfer. This reaction offers an efficient, mild, and high-yielding access to substituted α,β-unsaturated compounds.
K. Ren, B. Hu, M. Zhao, Y. Tu, X. Xie, Z. Zhang, J. Org. Chem., 2014, 79, 2170-2177.
Visible-light photoredox catalysis achieved a dehydrogenative coupling of phosphines and thiophenols at room temperature. Key to this success is the use of benzaldehyde as a soft oxidant, which avoids phosphine oxidation. Furthermore, an unexpected dealkylative coupling of secondary and tertiary alkylphosphines with thiophenols is observed.
X. Wang, C. Xia, L. Wu, Org. Lett., 2020, 22, 7373-7377.