777-72-0Relevant articles and documents
Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides
Ardiansah, Bayu,Tanimoto, Hiroki,Tomohiro, Takenori,Morimoto, Tsumoru,Kakiuchi, Kiyomi
supporting information, p. 8738 - 8741 (2021/09/08)
Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction.
Asymmetric Induction and Enantiodivergence in Catalytic Radical C-H Amination via Enantiodifferentiative H-Atom Abstraction and Stereoretentive Radical Substitution
Lang, Kai,Torker, Sebastian,Wojtas, Lukasz,Zhang, X. Peter
supporting information, p. 12388 - 12396 (2019/08/20)
Control of enantioselectivity remains a major challenge in radical chemistry. The emergence of metalloradical catalysis (MRC) offers a conceptually new strategy for addressing this and other outstanding issues. Through the employment of D2-symmetric chiral amidoporphyrins as the supporting ligands, Co(II)-based MRC has enabled the development of new catalytic systems for asymmetric radical transformations with a unique profile of reactivity and selectivity. With the support of new-generation HuPhyrin chiral ligands whose cavity environment can be fine-tuned, the Co-centered d-radicals enable to address challenging issues that require exquisite control of fundamental radical processes. As showcased with asymmetric 1,5-C-H amination of sulfamoyl azides, the enantiocontrol of which has proven difficult, the judicious use of HuPhyrin ligand by tuning the bridge length and other remote nonchiral elements allows for controlling both the degree and sense of asymmetric induction in a systematic manner. This effort leads to successful development of new Co(II)-based catalytic systems that are highly effective for enantiodivergent radical 1,5-C-H amination, producing both enantiomers of the strained five-membered cyclic sulfamides with excellent enantioselectivities. Detailed deuterium-labeling studies, together with DFT computation, have revealed an unprecedented mode of asymmetric induction that consists of enantiodifferentiative H-atom abstraction and stereoretentive radical substitution.
Discovery of Pyrazolopyrimidine Derivatives as Novel Dual Inhibitors of BTK and PI3Kδ
Pujala, Brahmam,Agarwal, Anil K.,Middya, Sandip,Banerjee, Monali,Surya, Arjun,Nayak, Anjan K.,Gupta, Ashu,Khare, Sweta,Guguloth, Rambabu,Randive, Nitin A.,Shinde, Bharat U.,Thakur, Anamika,Patel, Dhananjay I.,Raja, Mohd.,Green, Michael J.,Alfaro, Jennifer,Avila, Patricio,Pérez de Arce, Felipe,Almirez, Ramona G.,Kanno, Stacy,Bernales, Sebastián,Hung, David T.,Chakravarty, Sarvajit,McCullagh, Emma,Quinn, Kevin P.,Rai, Roopa,Pham, Son M.
supporting information, p. 1161 - 1166 (2016/12/16)
The aberrant activation of B-cells has been implicated in several types of cancers and hematological disorders. BTK and PI3Kδ are kinases responsible for B-cell signal transduction, and inhibitors of these enzymes have demonstrated clinical benefit in certain types of lymphoma. Simultaneous inhibition of these pathways could result in more robust responses or overcome resistance as observed in single agent use. We report a series of novel compounds that have low nanomolar potency against both BTK and PI3Kδ as well as acceptable PK properties that could be useful in the development of treatments against B-cell related diseases.
