41339-62-2Relevant academic research and scientific papers
Enantioselective Construction of Spirooxindole-Fused Cyclopentanes
Do?ekal, Vojtěch,Vopálenská, Andrea,Měrka, Pavel,Kone?ná, Klára,Jand'Ourek, Ond?ej,Pour, Milan,Císa?ová, Ivana,Vesely, Jan
, p. 12623 - 12643 (2021/07/31)
The present study reports an asymmetric organocatalytic cascade reaction of oxindole derivates with α,β-unsaturated aldehydes efficiently catalyzed by simple chiral secondary amine. Spirooxindole-fused cyclopentanes were produced in excellent isolated yields (up to 98%) with excellent enantiopurities (up to 99% ee) and moderate to high diastereoselectivities. The synthetic utility of the protocol was exemplified on a set of additional transformations of the corresponding spiro compounds. In addition, a study showing the promising biological activity of selected enantioenriched products was accomplished.
Au(I)-Catalyzed Domino Cyclization of 1,6-Diynes Incorporated with Indole
Chen, Guzhou,Liu, Peng-Yu,Zou, Huanhuan,Hu, Jiadong,Fang, Xiaowu,Xu, Dongyang,He, Yu-Peng,Wei, Hongbo,Xie, Weiqing
supporting information, p. 2279 - 2284 (2021/04/05)
We disclose herein a Au(I)-catalyzed domino cyclization of 1,6-diynes incorporated with indole. This protocol enabled the diastereoselective buildup of indole-fused azabicyclo[3.3.1]nonanes from linear precursors. Density functional theory calculations showed that the reaction proceeded via an unprecedented cascade dearomatization/rearomatization/dearomatization process. Independent gradient model analysis revealed that a noncovalent attractive interaction between the distal alkyne and the Au/proximal complex was responsible for the chemoselectivity of the first spirocyclization step.
Dearomatization of tryptophols via a vanadium-catalyzed asymmetric epoxidation and ring-opening cascade
Han, Long,Liu, Chuan,Zhang, Wei,Shi, Xiao-Xin,You, Shu-Li
supporting information, p. 1231 - 1233 (2014/02/14)
An enantioselective epoxidation of tryptophols followed by an intramolecular epoxide opening reaction was realized by chiral vanadium catalysts derived from C2 symmetric bis-hydroxamic acid (BHA) ligands. 3a-Hydroxyfuroindoline derivatives with up to 89% yield and 90% ee were obtained under mild reaction conditions.
NOVEL 2,3-DIHYDROINDOLE COMPOUNDS
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Page/Page column 10-11, (2008/06/13)
The invention relates to compounds of the formula I wherein the variables are as defined in the claims. The compounds are useful in the treatment of a disease where a D4 receptor and/or a 5-HT 2A receptor is implicated.
NOVEL 2,3-DIHYDROINDOLE COMPOUNDS
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Page/Page column 28-29, (2010/11/26)
The invention relates to compounds of the formula I, wherein the variables are as defined in the claims. The compounds are useful in the treatment of a disease where a D4 receptor and/or a 5-HT2A receptor is implicated.
A novel class of potential antidepressants: 1 aminoalkyl 1,3,4,9 tetrahydropyrano [3,4 b]indoles
Humber,Demerson,Asselin,et al.
, p. 215 - 220 (2007/10/05)
A series of twenty four 1,3,4,9 tetrahydropyrano[3,4 b]indoles bearing baic side chains at positions 1 or 9 have been synthesized and their acute toxicities and antidepressant properties have been determined. One of the most active compounds was 1,9 dimethyl 1 [2 (dimethylamino)ethyl] 1,3,4,9 tetrahydropyrano[3,4 b]indole hydrochloride (AY 23,671), having an ED50 of 0.51 mg/kg i.p. in mice in preventing reserpine induced ptosis. The enantiomers of this compound were examined and were found to have the same order of activity as the racemate.
