885275-00-3Relevant articles and documents
Visible-Light-Mediated C-I Difluoroallylation with an α-Aminoalkyl Radical as a Mediator
Yue, Fuyang,Dong, Jianyang,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 7306 - 7310 (2021/10/01)
Herein, we report a protocol for direct visible-light-mediated C-I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkenes with cyclic and acyclic primary, secondary, and tertiary alkyl iodides and is scalable to the gram level. This mild protocol uses an inexpensive mediator and is suitable for late-stage functionalization of complex natural products and drugs.
Triphenylphosphine-Catalyzed Alkylative Iododecarboxylation with Lithium Iodide under Visible Light
Fu, Ming-Chen,Shang, Rui,Wang, Jia-Xin
supporting information, (2020/11/13)
Under irradiation of 456 nm blue light-emitting diodes, PPh3 catalyzes the iododecarboxylation of aliphatic carboxylic acid derived N-(acyloxy)phthalimide with lithium iodide as an iodine source. The reaction delivers primary, secondary, and bridgehead te
Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni's Reagent
Chen, Yanchi,Ma, Guobin,Gong, Hegui
supporting information, p. 4677 - 4680 (2018/08/07)
This work illustrates a reductive cross-electrophile coupling protocol for trifluoromethylation of alkyl iodides under Cu-catalyzed/Ni-promoted reaction conditions. The use of diboron esters as the terminal reductant allows the effective generation of the alkyl-CF3 products with excellent functional group tolerance and broad substrate scope. A mechanism involving a reaction of alkyl-Cu with Togni's reagent was proposed.
Discovery of clinical candidate 1-(4-(3-(4-(1 H-benzo[ d ]imidazole-2-carbonyl)phenoxy)pyrazin-2-yl)piperidin-1-yl)ethanone (AMG 579), A potent, selective, and efficacious inhibitor of phosphodiesterase 10A (PDE10A)
Hu, Essa,Chen, Ning,Bourbeau, Matthew P.,Harrington, Paul E.,Biswas, Kaustav,Kunz, Roxanne K.,Andrews, Kristin L.,Chmait, Samer,Zhao, Xiaoning,Davis, Carl,Ma, Ji,Shi, Jianxia,Lester-Zeiner, Dianna,Danao, Jean,Able, Jessica,Cueva, Madelyn,Talreja, Santosh,Kornecook, Thomas,Chen, Hang,Porter, Amy,Hungate, Randall,Treanor, James,Allen, Jennifer R.
, p. 6632 - 6641 (2014/10/15)
We report the identification of a PDE10A clinical candidate by optimizing potency and in vivo efficacy of promising keto-benzimidazole leads 1 and 2. Significant increase in biochemical potency was observed when the saturated rings on morpholine 1 and N-a
Nickel-catalyzed Negishi cross-couplings of secondary nucleophiles with secondary propargylic electrophiles at room temperature
Smith, Sean W.,Fu, Gregory C.
supporting information; experimental part, p. 9334 - 9336 (2009/05/16)
(Chemical Equation Presented) Mild thing: The first nickel-based catalysts for cross-couplings of secondary organometallic nucleophiles with secondary alkyl electrophiles have been developed. Thus, Negishi reactions proceed under mild conditions (at room temperature with no basic activators) in the presence of NiCl2·glyme and a tridentate ligand (see scheme).