1227161-00-3Relevant articles and documents
Pd-Catalyzed para-selective C-H difluoromethylation of aromatic carbonyls
Mao, Yang-Jie,Wang, Bing-Xin,Wu, Qiu-Zi,Zhou, Kun,Lou, Shao-Jie,Xu, Dan-Qian
, p. 2019 - 2022 (2019)
A novel palladium catalyzed highly para-selective C-H difluoromethylation of electron-deficient aromatic carbonyls was developed. Diverse substituted aromatic ketones and benzoates were selectively difluoromethylated at the remote para-site of carbonyl gr
A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides
Chen, Tiffany Q.,MacMillan, David W. C.
supporting information, p. 14584 - 14588 (2019/09/17)
Here, we demonstrate that a metallaphotoredox-catalyzed cross-electrophile coupling mechanism provides a unified method for the α-arylation of diverse activated alkyl chlorides, including α-chloroketones, α-chloroesters, α-chloroamides, α-chlorocarboxylic acids, and benzylic chlorides. This strategy, which is effective for a wide variety of aryl bromide coupling partners, is predicated upon a halogen atom abstraction/nickel radical-capture mechanism that is generically successful across an extensive range of carbonyl substrates. The construction and use of arylacetic acid products have further enabled two-step protocols for the delivery of valuable building blocks for medicinal chemistry, such as aryldifluoromethyl and diarylmethane motifs.
Copper-mediated aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides at room temperature
Qi, Qingqing,Shen, Qilong,Lu, Long
supporting information; experimental part, p. 6548 - 6551 (2012/06/04)
A Cu-mediated ligandless aerobic fluoroalkylation of arylboronic acids under mild conditions is described for the first time. The reaction tolerates a wide range of functional groups, allowing for further transformation. Mechanistic studies suggest that [RfCu] is the active Cu species that forms the desired perfluoroalkylarenes and that [RfCu] is generated from [PhCu] by either an oxidative addition/reductive elimination mechanism or nucleophilic substitution via a halogen "ate" intermediate.