73642-77-0Relevant academic research and scientific papers
Photochemical Hydroacylation of Michael Acceptors Utilizing an Aldehyde as Photoinitiator
Sideri, Ioanna K.,Voutyritsa, Errika,Kokotos, Christoforos G.
, p. 4194 - 4201 (2019/08/30)
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.
Green Photo-Organocatalytic C?H Activation of Aldehydes: Selective Hydroacylation of Electron-Deficient Alkenes
Papadopoulos, Giorgos N.,Voutyritsa, Errika,Kaplaneris, Nikolaos,Kokotos, Christoforos G.
supporting information, p. 1726 - 1731 (2018/02/09)
Selective C?H activation is an area of growing importance. Metal-free C?H activation of branched aldehydes mediating the hydroacylation of electron-deficient alkenes is an attractive transformation, but is limited by selectivity issues, especially in the case of α,α-disubstituted aldehydes. Herein, we report a green, cheap, versatile, and easily reproducible selective hydroacylation of alkenes utilizing phenylglyoxylic acid as the photocatalyst and common household bulbs for irradiation, leading to products in excellent yields and selectivities. The reaction mechanism was also studied to account for the high selectivity.
CONVERSION OF 1,3-DICARBONYLS TO 1,4-DICARBONYLS
Saigo, Kazuhiko,Kurihara, Hiroshi,Miura, Hisao,Hongu, Akinori,Kubota, Naomi,et al.
, p. 787 - 796 (2007/10/02)
The cyclopropanation of β-trimethylsiloxy α,β-unsaturated esters and ketones, prepared from 1,3-dicarbonyl compounds, with carbenes followed by ring cleavage gave corresponding 1,4-dicarbonyl compounds in moderate yields.
Addition of Aldehydes to Activated Double Bonds, XXII. Addition of Aliphatic Aldehydes to α,β-Unsaturated Esters and Nitriles
Stetter, Hermann,Basse, Wolfram,Nienhaus, Juergen
, p. 690 - 698 (2007/10/02)
Thiazolium salt catalysed addition of aliphatic aldehydes to α,β-unsaturated esters and nitriles leads to γ-ketocarboxylic esters (1-24) and γ-ketonitriles (25-32).
