906782-97-6Relevant academic research and scientific papers
Polysubstituted Indole Synthesis via Palladium/Norbornene Cooperative Catalysis of Oxime Esters
Liu, Jiechun,Lin, Haojiang,Jiang, Huanfeng,Huang, Liangbin
supporting information, p. 484 - 489 (2022/01/20)
Polysubstituted indoles are prevalent in pharmaceuticals, agrochemicals, and organic materials. Presented herein is the fact that polyfunctionalized indoles can be efficiently constructed from easily accessible oxime esters and aryl iodides, involving a palladium/norbornene synergistic synthesis. The reaction is enabled by a unique class of electrophiles in palladium/norbornene cooperative catalysis, which are oxime esters derived from simple ketone. The broad substrate scope and high functional group tolerance could make this method attractive for the synthesis of polysubstituted indoles.
Nickel-Catalyzed Intramolecular Direct Arylation of Imines toward Diverse Indoles
Long, Han,Xu, Kunhua,Chen, Shanshan,Lin, Jin,Wu, Dan,Wu, Bo,Tian, Xu,Ackermann, Lutz
supporting information, (2019/05/08)
An efficient nickel-catalyzed intramolecular direct arylation of imines with challenging aryl chlorides has been developed. The versatile nickel catalysis made use of easily accessible imines and delivered diversely decorated 2-arylindoles of considerable importance to biological and medicinal chemistry.
Nickel-Catalyzed Intramolecular Direct Arylation of Imines toward Diverse Indoles
Long, Han,Xu, Kunhua,Chen, Shanshan,Lin, Jin,Wu, Dan,Wu, Bo,Tian, Xu,Ackermann, Lutz
supporting information, p. 3053 - 3056 (2019/05/10)
An efficient nickel-catalyzed intramolecular direct arylation of imines with challenging aryl chlorides has been developed. The versatile nickel catalysis made use of easily accessible imines and delivered diversely decorated 2-arylindoles of considerable importance to biological and medicinal chemistry.
Regioselective Synthesis of 2-Arylindoles via Palladium-Catalyzed Cyclization of Phenylglyoxal and 2-Anilinoacetophenones with Anilines
Benitez-Medina, G. Eliad,Ortiz-Soto, Sofía,Cabrera, Armando,Amézquita-Valencia, Manuel
, p. 3763 - 3770 (2019/06/24)
A versatile route has been developed for the synthesis of 2-arylindoles using a Pd-catalyzed tandem process. Under reductive conditions, different 2-arylindoles were synthesized from phenylglyoxal and aniline. This synthetic methodology involves a tandem reaction of four steps with high regioselectivity. Alternatively, 2-anilinoacetophenones intermediates also can be using to give access to the corresponding 2-arylindoles.
2-phenylindole and arylsulphonamide: Novel scaffolds bactericidal against mycobacterium tuberculosis
Naik, Maruti,Ghorpade, Sandeep,Jena, Lalit Kumar,Gorai, Gopinath,Narayan, Ashwini,Guptha, Supreeth,Sharma, Sreevalli,Dinesh, Neela,Kaur, Parvinder,Nandishaiah, Radha,Bhat, Jyothi,Balakrishnan, Gayathri,Humnabadkar, Vaishali,Ramachandran, Vasanthi,Naviri, Lava Kumar,Khadtare, Pallavi,Panda, Manoranjan,Iyer, Pravin S.,Chatterji, Monalisa
supporting information, p. 1005 - 1009 (2014/12/10)
A cellular activity-based screen on Mycobacterium tuberculosis (Mtb) H37Rv using a focused library from the AstraZeneca corporate collection led to the identification of 2-phenylindoles and arylsulphonamides, novel antimycobacterial scaffolds. Both the series were bactericidal in vitro and in an intracellular macrophage infection model, active against drug sensitive and drug resistant Mtb clinical isolates, and specific to mycobacteria. The scaffolds showed promising structure-activity relationships; compounds with submicromolar cellular potency were identified during the hit to lead exploration. Furthermore, compounds from both scaffolds were tested for inhibition of known target enzymes or pathways of antimycobacterial drugs including InhA, RNA polymerase, DprE1, topoisomerases, protein synthesis, and oxidative-phosphorylation. Compounds did not inhibit any of the targets suggesting the potential of a possible novel mode of action(s). Hence, both scaffolds provide the opportunity to be developed further as leads and tool compounds to uncover novel mechanisms for tuberculosis drug discovery.
Palladium-catalyzed cascade process consisting of isocyanide insertion and benzylic C(sp3)-H activation: Concise synthesis of indole derivatives
Nanjo, Takeshi,Tsukano, Chihiro,Takemoto, Yoshiji
, p. 4270 - 4273 (2012/10/08)
Synthesis of the indole skeleton was achieved using a Pd-catalyzed cascade process consisting of isocyanide insertion and benzylic C(sp3)-H activation. It was found that slow addition of isocyanide is effective for reducing the amount of catalyst needed and Ad2PnBu is a good ligand for C(sp3)-H activation. The construction of the tetracyclic carbazole skeleton was also achieved by a Pd-catalyzed domino reaction incorporating alkyne insertion.
