946513-95-7Relevant articles and documents
From Esters to Ketones via a Photoredox-Assisted Reductive Acyl Cross-Coupling Strategy
Chen, Yukun,Li, Weirong,Luo, Yixin,Qi, Xiaotian,Xi, Xiaoxiang,Xu, Minghao,Yuan, Weiming,Zhao, Hongping,Zheng, Songlin
supporting information, (2021/12/06)
A method was developed for ketone synthesis via a photoredox-assisted reductive acyl cross-coupling (PARAC) using a nickel/photoredox dual-catalyzed cross-electrophile coupling of two different carboxylic acid esters. A variety of aryl, 1°, 2°, 3°-alkyl 2-pyridyl esters can act as acyl electrophiles while N-(acyloxy)phthalimides (NHPI esters) act as 1°, 2°, 3°-radical precursors. Our PARAC strategy provides an alternative and reliable way to synthesize various sterically congested 3°-3°, 3°-2°, and aryl-3° ketones under mild and highly unified conditions, which have been otherwise difficult to access. The combined experimental and computational studies identified a Ni0/NiI/NiIII pathway for ketone formation.
Visible Light-Driven Decarboxylative Alkylation of Aldehydes via Electron Donor–Acceptor Complexes of Active Esters
Cai, Yi-Ping,Nie, Fang-Yuan,Song, Qin-Hua
supporting information, p. 1262 - 1271 (2022/01/27)
There are some synthesis methods from widely available aldehydes to the corresponding ketones, however, they involved in multistep reactions with Grignard’s reagents or transition metal catalysts. In this paper, we have developed photocatalyst-free and visible light-driven decarboxylative alkylation of pyridinaldehydes. The photochemical reactions are initiated via photoinduced single electron transfer from triethylamine to N-hydroxyphthalimide esters in electron donor–acceptor complexes. This photochemical method can achieve to translate 15 pyridinaldehydes and 11 2-quinolinaldehydes to the corresponding ketones. Furthermore, this strategy can also achieve two other transformations, disulfanes to aryl sulfides and a styrene sulfone to the alkyl-substituted alkene.
Visible light-induced radical cascade reaction of acryloylbenzamides with N-hydroxyphthalimide esters
Cai, Xingxing,Liu, Yihuo,Ding, Siyu,Fu, Jiahui,Li, Jinghua,Cheng, Dongping,Xu, Xiaoliang
supporting information, (2022/03/27)
An efficient and mild cascade reaction of acryloylbenzamides with N-hydroxyphthalimide (NHPI) esters is disclosed. It goes through radical addition and subsequent cyclization to give 4-alkylated isoquinolinediones in the presence of visible light and phot
