302577-72-6Relevant articles and documents
An NHC-CuCl functionalized metal-organic framework for catalyzing β-boration of α,β-unsaturated carbonyl compounds
Yao, Qingxia,Lu, Xiufang,Liu, Kaili,Ma, Chao,Su, Jie,Lin, Cong,Li, Dacheng,Dou, Jianmin,Sun, Junliang,Duan, Wenzeng
, p. 5144 - 5148 (2019)
A microporous metal-organic framework functionalized with in situ generated NHC-CuCl units (1) has been successfully synthesized from a novel imidazolium-containing ligand. In particular, the MOF 1 can catalyze β-boration of α,β-unsaturated carbonyl compounds, while the isoreticular version of 1 (1-im) modified with only imidazolium moiety cannot. This work demonstrates for the first time the heterogeneous catalysis of NHC-Cu(i)Cl within a MOF solid.
Antimalarial Trioxolanes with Superior Drug-Like Properties and in Vivo Efficacy
Blank, Brian R.,Gonciarz, Ryan L.,Talukder, Poulami,Gut, Jiri,Legac, Jennifer,Rosenthal, Philip J.,Renslo, Adam R.
, p. 1827 - 1835 (2020/09/11)
The emergence of artemisinin resistance, combined with certain suboptimal properties of ozonide agents arterolane and artefenomel, has necessitated the search for new drug candidates in the endoperoxide class. Our group has focused on trioxolane analogues with substitution patterns not previously explored. Here, we describe the enantioselective synthesis of analogues bearing a trans-3″ carbamate side chain and find these to be superior, both in vitro and in vivo, to the previously reported amides. We identified multiple analogues that surpass the oral efficacy of arterolane in the Plasmodium berghei model while exhibiting drug-like properties (logD, solubility, metabolic stability) similar or superior to next-generation clinical candidates like E209 and OZ609. While the preclinical assessment of new analogues is still underway, current data suggest the potential of this chemotype as a likely source of future drug candidates from the endoperoxide class.
β-Boration of α,β-unsaturated carbonyl compounds in ethanol and methanol catalyzed by CCC-NHC pincer Rh complexes
Reilly, Sean W.,Akurathi, Gopalakrishna,Box, Hannah K.,Valle, Henry U.,Hollis, T. Keith,Webster, Charles Edwin
, p. 32 - 38 (2015/12/23)
Quantitative β-boration of α,β-unsaturated carbonyl compounds was achieved utilizing the eco-friendly solvent EtOH along with MeOH at room temperature in 1 h, by a CCC-NHC pincer Rh complex mixture. Substrates with β-substituents were successfully convert
