1234713-33-7Relevant academic research and scientific papers
Direct C?H Arylation of Indole-3-Acetic Acid Derivatives Enabled by an Autonomous Self-Optimizing Flow Reactor
Vasudevan,Wimmer, Eric,Barré, Elvina,Cortés-Borda, Daniel,Rodriguez-Zubiri, Mireia,Felpin, Fran?ois-Xavier
, p. 791 - 799 (2020/12/07)
Described herein is a continuous-flow strategy for the palladium-catalyzed direct C?H arylation of indole-3-acetic acid derivatives with arenediazonium salts. A fully autonomous self-optimizing flow platform was used to efficiently optimize the coupling reaction in a three-dimensional space. The flow methodology developed is experimentally simple, mild, broad in scope, and safer than traditional batch approaches. Our continuous-flow approach is particularly convenient to prepare precursors of pharmaceutically relevant compounds. (Figure presented.).
N-Heterocyclic carbene (NHC)-catalysed atom economical construction of 2,3-disubstituted indoles
Harish, Battu,Subbireddy, Manyam,Suresh, Surisetti
, p. 3338 - 3341 (2017/03/22)
A novel organocatalytic approach, harnessing the unique reactivities of N-heterocyclic carbenes (NHCs), has been revealed for the construction of indoles. The NHC-catalysed atom economical synthesis of a wide range of 2-substituted indole-3-acetic acid derivatives is displayed. Strategic application of the developed method was demonstrated for a short synthesis of a cyclin-dependent kinase (CDK) inhibitor: paullone.
Synthesis of 2-Boryl- and silylindoles by copper-catalyzed borylative and silylative cyclization of 2-alkenylaryl isocyanides
Tobisu, Mamoru,Fujihara, Hirokazu,Koh, Keika,Chatani, Naoto
supporting information; experimental part, p. 4841 - 4847 (2010/10/19)
(Figure Presented) We have developed a method for the synthesis of 2-borylindoles via the copper(I)-catalyzed borylative cyclization of 2-alkenylphenyl isocyanides using diboronate. The reaction proceeds at room temperature under neutral conditions and exhibits high tolerance to functional groups, such as Br, CO2R, COR, CONMe2, and CN. The 2-borylindoles synthesized in the present study can be elaborated into an array of indole-based derivatives, for example, through the Suzuki-Miyaura reaction. The utility of this method is demonstrated in the rapid synthesis of a kinase inhibitor, paullone. The reaction can be extended to the synthesis of 2-hydride indole and 2-silylindole by using hydroboronate (or hydrosilane) and silylboronate, respectively. Under these copper-catalyzed conditions, a quinoxaline ring system can also be constructed by using 1,2-isocyanobenzene as a substrate.
