29372-37-0Relevant articles and documents
Radical Carbonyl Umpolung Arylation via Dual Nickel Catalysis
Huang, Huan-Ming,Bellotti, Peter,Erchinger, Johannes E.,Paulisch, Tiffany O.,Glorius, Frank
supporting information, p. 1899 - 1909 (2022/02/01)
The formation of carbon-carbon bonds lies at the heart of synthetic organic chemistry and is widely applied to construct complex drugs, polymers, and materials. Despite its importance, catalytic carbonyl arylation remains comparatively underdeveloped, due
Pentafluorophenyl Esters: Highly Chemoselective Ketyl Precursors for the Synthesis of α,α-Dideuterio Alcohols Using SmI2 and D2O as a Deuterium Source
Li, Hengzhao,Hou, Yuxia,Liu, Chengwei,Lai, Zemin,Ning, Lei,Szostak, Roman,Szostak, Michal,An, Jie
, p. 1249 - 1253 (2020/01/31)
We report the first highly chemoselective synthesis of α,α-dideuterio alcohols with exquisite incorporation of deuterium (>98% [D2]) using pentafluorophenyl esters as ketyl radical precursors, SmI2 as a mild reducing agent, and Dsub
Deoxygenative Deuteration of Carboxylic Acids with D2O
Zhang, Muliang,Yuan, Xiang-Ai,Zhu, Chengjian,Xie, Jin
supporting information, p. 312 - 316 (2018/11/25)
We report a general, practical, and scalable means of preparing deuterated aldehydes from aromatic and aliphatic carboxylic acids with D2O as an inexpensive deuterium source. The use of Ph3P as an O-atom transfer reagent can facilitate the deoxygenation of aromatic acids, while Ph2POEt is a better O-atom transfer reagent for aliphatic acids. The highly precise deoxygenation of complex carboxylic acids makes this protocol promising for late-stage deoxygenative deuteration of natural product derivatives and pharmaceutical compounds.