104315-86-8Relevant articles and documents
Copper-Catalyzed Trifluoromethylation of Alkyl Bromides
Kornfilt, David J.P.,Macmillan, David W.C.
, p. 6853 - 6858 (2019)
Copper oxidative addition into organohalides is a challenging two-electron process. In contrast, formal oxidative addition of copper to C sp2 carbon-bromine bonds can be accomplished by employing latent silyl radicals under photoredox conditions. This novel paradigm for copper oxidative addition has now been applied to a Cu-catalyzed cross-coupling of C sp3-bromides. Specifically, a copper/photoredox dual catalytic system for the coupling of alkyl bromides with trifluoromethyl groups is presented. This operationally simple and robust protocol successfully converts a variety of alkyl, allyl, benzyl, and heterobenzyl bromides into the corresponding alkyl trifluoromethanes.
Nickel-catalyzed carbonylation of secondary trifluoromethylated, difluoromethylated, and nonfluorinated aliphatic electrophiles with arylboronic acids under 1 atm of co
Cheng, Ran,Zhao, Hai-Yang,Zhang, Shu,Zhang, Xingang
, p. 36 - 42 (2020)
The nickel-catalyzed carbonylation of aliphatic electrophiles with the most straightforward CO remains challenging. Here, we describe an example of the nickel-catalyzed carbonylation of secondary alkyl halides with arylboronic acids under 1 atm of CO. The reaction exhibits high functional group tolerance and a broad substrate scope, including trifluoromethylated, difluoromethylated, and difluoroacetylated secondary alkyl iodides and secondary benzyl bromides, providing a general and cost-efficient method to access alkyl ketones, especially α-trifluoromethylated alkyl ketones that are of great interest in medicinal chemistry. Preliminary mechanistic studies reveal that a bimetallic oxidative addition is likely involved in the reaction.
Cobalt-Catalyzed Radical Hydrotrifluoroethylation of Styrenes with Trifluoroethyl Iodide
He, Bin,Pan, Qijun,Guo, Yong,Chen, Qing-Yun,Liu, Chao
supporting information, p. 6552 - 6556 (2020/09/02)
The cobalt-catalyzed radical trifluoroethylation of styrenes with CF3CH2I under mild conditions is described. By controlling the reaction conditions, we realized both radical trifluoroethylation self-coupling and hydrotrifluoroethylation of styrenes. The
Copper-Catalyzed Photoinduced Enantioselective Dual Carbofunctionalization of Alkenes
Chen, Bin,Li, Chen,Sun, Youwen,Xu, Meichen,Zhang, Dayong,Zhang, Guozhu,Zhang, Yajing
supporting information, (2020/02/28)
A photoinduced, copper-catalyzed, highly enantioselective dual alkylation/arylation and alkynylation of alkene is reported. A single chiral copper(I) complex serves to enable photoredox catalysis and induce enantioselectivity during the reaction. This reaction couples three different components under mild reaction conditions, exhibits a broad substrate scope, and provides facile access to chiral propargylic systems, including those featuring valuable fluorinated substituents.