Deoxygenative Functionalizations of Aromatic Dicarbonyls and Aldehydes

Sakihara, M.; Shimoyama, S.; Kurosawa, M. B. Yamaguchi, J.
Bull. Chem. Soc. Jpn. 2024, 97, uoae078.
DOI 10.1093/bulcsj/uoae078

In this study, we developed a method to synthesize deoxygenative functionalized products by reacting aromatic dicarbonyls with DBU, TMSOTf, diphenylphosphine oxide, and a range of nucleophiles. Moreover, we demonstrated that sequential application of phospha-Brook rearrangement and benzylic substitution conditions to aromatic aldehydes affords the deoxygenative functionalized products effectively. With highly nucleophilic reagents, it was possible to proceed with the deoxygenative functionalization without TMSOTf.

TOP