1334950-91-2Relevant articles and documents
Pd-Catalyzed Four-Component Sequential Reaction Delivers a Modular Fluorophore Platform for Cell Imaging
Ansari, Arshad J.,Joshi, Gaurav,Sharma, Praveen,Maurya, Antim K.,Metre, Ramesh K.,Agnihotri, Vijai K.,Chandaluri, Chanchayya Gupta,Kumar, Raj,Singh, Sandeep,Sawant, Devesh M.
, p. 3817 - 3825 (2019)
A Pd-catalyzed cascade reaction of four versatile privileged synthons is described. The sequential reaction involves the formation of five new chemical bonds by concatenating three distinct chemical steps. One of the derivatives exhibited absorption in the visible region, fluorescence with a high quantum yield, and excellent photostability. Its application is explored in live cell imaging, which exhibited cytoplasmic and mitochondrial specific staining with no toxicity.
Cycloaddition and Cascade Radical Reactions for the Synthesis of Trifluoromethylated Tetrahydrobenzodiazepin-3-ones
Muthengi, Alex,Erickson, Jon,Muriph, Rachel E.,Zhang, Wei
, p. 5927 - 5935 (2019)
A reaction sequence involving three-component [3 + 2] cycloaddition of azomethine ylides followed by CuI-catalyzed cascade trifluoromethyl radical addition and cyclization is developed for diastereoselective synthesis of fused-tetrahydrobenzodiazepin-3-ones.
Novel substituted triazolo benzodiazepine scaffolds to explore chemical space
Abeykoon, Gayan A.,Sahn, James J.,Martin, Stephen F.
supporting information, (2021/02/16)
Efficient and concise routes to sets of novel triazolo-1,4-benzodiazepine scaffolds that are suitably functionalized for diversification at three positions to explore three-dimensional space with different substituents are described. One approach to these scaffolds features a simplified multicomponent assembly process to give an intermediate azido alkyne that undergoes a facile Huisgen dipolar cycloaddition. The triazolo-1,4-benzodiazepines thus produced may be endowed with aryl halide, secondary amino, alcohol, aldehyde or carboxylic acid groups as functional handles for orthogonal derivatization reactions. Modification of this approach enabled the facile synthesis of the related triazolo-1,4-benzodiazepin-6-ones, also bearing three functional handles. These convenient protocols were used to prepare multi-gram quantities of benzodiazepine analogs as precursors for generating compound libraries for screening campaigns.