61495-08-7Relevant academic research and scientific papers
Chiral Br?nsted Acid from Chiral Phosphoric Acid Boron Complex and Water: Asymmetric Reduction of Indoles
Yang, Kai,Lou, Yixian,Wang, Chenglan,Qi, Liang-Wen,Fang, Tongchang,Zhang, Feng,Xu, Hetao,Zhou, Lu,Li, Wangyang,Zhang, Guan,Yu, Peiyuan,Song, Qiuling
supporting information, p. 3294 - 3299 (2020/01/21)
A new chiral Br?nsted acid, generated in situ from a chiral phosphoric acid boron (CPAB) complex and water, was successfully applied to asymmetric indole reduction. This “designer acid catalyst”, which is more acidic than TsOH as suggested by DFT calculations, allows the unprecedented direct asymmetric reduction of C2-aryl-substituted N-unprotected indoles and features good to excellent enantioselectivities with broad functional group tolerance. DFT calculations and mechanistic experiments indicates that this reaction undergoes C3-protonation and hydride-transfer processes. Besides, bulky C2-alkyl-substituted N-unprotected indoles are also suitable for this system.
Benzofuran derivatives as anticancer inhibitors of mTOR signaling
Salomé, Christophe,Ribeiro, Nigel,Chavagnan, Thierry,Thuaud, Frédéric,Serova, Maria,De Gramont, Armand,Faivre, Sandrine,Raymond, Eric,Désaubry, Laurent
supporting information, p. 181 - 191 (2014/06/09)
A series of 32 derivatives and isosteres of the mTOR inhibitor 2 were synthesized and compared for their cytotoxicity in radioresistant SQ20B cancer cell line. Several of these compounds, in particular 30b, were significantly more cytotoxic than 2. Importantly, 30b was shown to block both mTORC1 and Akt signaling, suggesting insensitivity to the resistance associated to Akt overactivation observed with rapamycin derivatives currently used in clinic.
Anxiolytic-like effects of N,N-dialkyl-2-phenylindol-3-ylglyoxylamides by modulation of translocator protein promoting neurosteroid biosynthesis
Da Settimo, Federico,Simorini, Francesca,Taliani, Sabrina,La Motta, Concettina,Marini, Anna Maria,Salerno, Silvia,Bellandi, Marusca,Novellino, Ettore,Greco, Giovanni,Cosimelli, Barbara,Da Pozzo, Eleonora,Costa, Barbara,Simola, Nicola,Morelli, Micaela,Martini, Claudia
supporting information; experimental part, p. 5798 - 5806 (2009/08/07)
Novel N,N-disubstituted indol-3-ylglyoxylamides (1-56), bearing different combinations of substituents R1-R5, were synthesized and evaluated as ligands of the translocator protein (TSPO), the 18 kDa protein representing the minimal f
Lithiation of N-(2-Alkylphenyl)alkanamides and Related Compounds. A Modified Madelung Indole Synthesis
Houlihan, William J.,Parrino, Vincent A.,Uike, Yasuyuki
, p. 4511 - 4515 (2007/10/02)
A modified Madelung synthesis for the conversion of N-(alkylphenyl)alkanamides and related compounds to indoles, benzindoles, and azindoles has been developed.This procedure consists of treating the amide with 2 or 3 equiv of n-butyllithium or lithium diisopropylamide in tetrahydrofuran at temperatures from -20 to +25 deg C.Several examples where products other than indoles were formed from the starting amide are also reported.
2-Substituted indoles and process for their preparation
-
, (2008/06/13)
Highly branched α-substituted indoles, e.g., 2-(1-methylcyclohexyl)-indole, are prepared by treating N-(α-branched carbonyl) toluidines with alkyl lithium. The reaction sequence may be illustrated as SPC1
