155193-48-9Relevant academic research and scientific papers
General and easy access to 11-substituted 4-hydroxy-2,3,4,5-tetrahydro[1,4] diazepino[1,2-a]indol-1-one derivatives
Putey, Aurélien,Fournet, Guy,Joseph, Beno?t
, p. 2755 - 2758 (2006)
An efficient route to prepare the 4-hydroxy-2,3,4,5-tetrahydro[1,4] diazepino[1,2-a]indol-1-one scaffold is described. The key reactions of the synthesis are an iodolactonisation followed by a lactone-to-lactam rearrangement. Various 11-substituted deriva
Easy installation of 1,2,3-triazoles or iodo-1,2,3-triazoles onto indole-fused oxazinones via CuAAC-based MCR in the presence of 18-crown-6
Mayooufi,Romdhani-Younes,Carcenac,Thibonnet
, p. 2168 - 2179 (2019)
An efficient protocol was developed to prepare indole-fused oxazinones using silver nitrate. The latter substrates were subjected to multicomponent reactions in the presence of 18-crown-6, which afforded diverse new heterocycles based on an indole-fused oxazinone-1,2,3-triazole scaffold.
Synthesis of Substituted γ- and δ-Lactams via Pd-Catalyzed Alkene Carboamination Reactions
Boothe, Jordan R.,Shen, Yifan,Wolfe, John P.
, p. 2777 - 2786 (2017/03/14)
The synthesis of substituted γ- and δ-lactams via palladium-catalyzed alkene carboamination reactions between aryl halides and alkenes bearing pendant amides is described. The substrates for these reactions are generated in 1-3 steps from commercially ava
Synthesis of new functionalized indoles based on ethyl indol-2-carboxylate
Boraei, Ahmed T. A.,El Ashry, El Sayed H.,Barakat, Assem,Ghabbour, Hazem A.
, (2016/04/20)
Successful alkylations of the nitrogen of ethyl indol-2-carboxylate were carried out using aq. KOH in acetone. The respective N-alkylated acids could be obtained without separating the N-alkylated esters by increasing the amount of KOH and water. The use of NaOMe in methanol led to transesterification instead of the alkylation, while the use of NaOEt led to low yields of the N-alkylated acids. Hydrazinolysis of the ester gave indol-2-carbohydrazide which then was allowed to react with different aromatic aldehydes and ketones in ethanol catalyzed by acetic acid. Indol-2-thiosemicarbazide was used in a heterocyclization reaction to form thiazoles. The new structures were confirmed using NMR, mass spectrometry and X-ray single crystal analysis.
Synthesis of 3,3-Dihalo-2-oxindoles from 2-Substituted Indoles via Halogenation–Decarboxylation/Desulfonamidation–Oxidation Process
Jiang, Xiaojian,Zhang, Feng,Yang, Junjie,Yu, Pei,Yi, Peng,Sun, Yewei,Wang, Yuqiang
supporting information, p. 3938 - 3942 (2016/12/30)
A novel one-pot reaction which combines halogenation, decarboxylation/desulfonamidation with oxidation has been developed. Diverse valuable 3,3-dihalo-2-oxindole compounds can be produced rapidly and safely with isolated yields of up to 98% under mild conditions. (Figure presented.).
Carbamate-Catalyzed Enantioselective Bromolactamization
Cheng, Yi An,Yu, Wesley Zongrong,Yeung, Ying-Yeung
supporting information, p. 12102 - 12106 (2015/10/12)
A highly facile, efficient, and enantioselective bromolactamization of olefinic amides was effected by a carbamate catalyst and ethanol additive. The amide substrates underwent N-cyclization predominantly to give a diverse range of enantioenriched bromolactam products containing up to two stereogenic centers.
Synthesis and biological evaluation of tetrahydro[1,4]diazepino[1,2-a] indol-1-ones as cyclin-dependent kinase inhibitors
Putey, Aurélien,Fournet, Guy,Lozach, Olivier,Perrin, Lionel,Meijer, Laurent,Joseph, Beno?t
, p. 617 - 629 (2014/07/21)
New series of 2,3,4,5-tetrahydro[1,4]diazepino[1,2-a]indol-1-ones and 3,4,5,10-tetrahydro-2H-diazepino[3,4-b]indol-1-ones have been synthesized through an iodolactonisation/lactone-to-lactam rearrangement sequence. These compounds were evaluated as potent
Direct carbocyclizations of benzoic acids: Catalyst-controlled synthesis of cyclic ketones and the development of tandem aHH (acyl Heck-Heck) reactions
Miles, Kelsey C.,Le, Chi,Stambuli, James P.
supporting information, p. 11336 - 11339 (2014/10/16)
The formation of exo-methylene indanones and indenones from simple ortho-allyl benzoic acid derivatives has been developed. Selective formation of the indanone or indenone products in these reactions is controlled by choice of ancillary ligand. This new process has a low environmental footprint as the products are formed in high yields using low catalyst loadings, while the only stoichiometric chemical waste generated from the reactants in the transformation is acetic acid. The conversion of the active cyclization catalyst into the Hermman-Beller palladacycle was exploited in a one-pot tandem acyl Heck-Heck (aHH) reaction, and utilized in the synthesis of donepezil. Carboxylic acids in aHH: Simple ortho-allyl benzoic acid derivatives have been utilized in an acyl Heck (aH) reaction to selectively form indanones and indenones. The conversion of the active cyclization catalyst into the Hermman-Beller palladacycle was exploited in a one-pot tandem acyl Heck-Heck (aHH) reaction to form two sp 2-sp2 bonds of (E)-trisubstituted olefins.
A palladium-catalyzed aminoalkynylation strategy towards bicyclic heterocycles: Synthesis of (±)-trachelanthamidine
Nicolai, Stefano,Piemontesi, Cyril,Waser, Jerome
supporting information; experimental part, p. 4680 - 4683 (2011/06/23)
Sweet cyclizations: The synthesis of pyrrolizidines and indolizidines has been achieved. Olefins were subjected to an intramolecular palladium-catalyzed aminoalkynylation with the hypervalent iodine reagent TIPS-EBX. After removal of the protecting group, a two-step cyclization sequence and subsequent reduction led to the natural product (±)-trachelanthamidine (see scheme; TIPS-EBX=triisopropylsilyl ethynylbenziodoxolone).
HCV NS3 PROTEASE INHIBITORS
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Page/Page column 128, (2008/12/05)
The present invention relates to macrocyclic compounds of formula (I) that are useful as inhibitors of the hepatitis C virus (HCV) NS3 protease, their synthesis, and their use for treating or preventing HCV infections.
