Photochemical Hydroacylation of Michael Acceptors Utilizing an Aldehyde as Photoinitiator

ChemSusChem. 2019 Sep 20;12(18):4194-4201. doi: 10.1002/cssc.201901725. Epub 2019 Aug 21.

Abstract

The hydroacylation of Michael acceptors constitutes a useful tool for the formation of new C-C bonds. In this work, an environmentally friendly procedure was developed, utilizing 4cyanobenzaldehyde as the photoinitiator and household bulbs as the irradiation source. A great variety of substrates was well-tolerated, leading to good yields, and mechanistic experiments were performed to elucidate the catalyst's possible mechanistic pathway. Moreover, the inherent selectivity challenge regarding α,α-disubstituted aldehydes (decarbonylation problem) was studied and addressed.

Keywords: 4-cyanobenzaldehyde; Michael acceptors; hydroacylation; photochemistry; photoinitiator.