Cargando…

Simple synthesis of pyrrolo[3,2-e]indole-1-carbonitriles

Alkylation of 5-nitroindol-4-ylacetonitriles with ethyl chloroacetate, α-halomethyl ketones, and chloroacetonitrile followed by a treatment of the products with chlorotrimethylsilane in the presence of DBU gives 1-cyanopyrrolo[3,2-e]indoles substituted in position 2 with electron-withdrawing groups....

Descripción completa

Detalles Bibliográficos
Autores principales:	Trawczyński, Adam, Bujok, Robert, Wróbel, Zbigniew, Wojciechowski, Krzysztof
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Beilstein-Institut 2013
Materias:	Full Research Paper
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3678543/ https://www.ncbi.nlm.nih.gov/pubmed/23766809 http://dx.doi.org/10.3762/bjoc.9.107

Ejemplares similares

Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
por: Wróbel, Zbigniew, et al.
Publicado: (2013)

General synthesis of 2,1-benzisoxazoles (anthranils) from nitroarenes and benzylic C–H acids in aprotic media promoted by combination of strong bases and silylating agents
por: Wiȩcław, Michał, et al.
Publicado: (2015)

2,3-Dihydro-1H-pyrrolo[1,2-a]indole-9-carbonitrile
por: Madeley, Lee G., et al.
Publicado: (2012)

Transition-metal-free [3 + 3] annulation of indol-2-ylmethyl carbanions to nitroarenes. A novel synthesis of indolo[3,2-b]quinolines (quindolines)
por: Nowacki, Michał, et al.
Publicado: (2018)

Highly selective Diels–Alder and Heck arylation reactions in a divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles from 2-formylpyrrole
por: Escalante, Carlos H, et al.
Publicado: (2020)

3-[(E)-2-Phenylethenyl]-1H-indole-6-carbonitrile
por: Ge, Yu-Hua, et al.
Publicado: (2011)

Copper–phenanthroline catalysts for regioselective synthesis of pyrrolo[3′,4′:3,4]pyrrolo[1,2-a]furoquinolines/phenanthrolines and of pyrrolo[1,2-a]phenanthrolines under mild conditions
por: Paira, Rupankar, et al.
Publicado: (2014)

Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones
por: Kucukdisli, Murat, et al.
Publicado: (2014)

Design, synthesis and molecular docking of new fused 1H-pyrroles, pyrrolo[3,2-d]pyrimidines and pyrrolo[3,2-e][1, 4]diazepine derivatives as potent EGFR/CDK2 inhibitors
por: Belal, Amany, et al.
Publicado: (2022)

2-Methyl-3-p-tolyl-3H-benzo[e]indole-1-carbonitrile
por: Li, Jiang-Sheng, et al.
Publicado: (2009)

1,3-Dimethyl-1H-indole-2-carbonitrile
por: Li, Jiang-Sheng, et al.
Publicado: (2009)

Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b]indoles
por: Do, Hoang Huy, et al.
Publicado: (2019)

Total synthesis of pyrrolo[2,3-c]quinoline alkaloid: trigonoine B
por: Nishiyama, Takashi, et al.
Publicado: (2021)

Annellation of Triazole and Tetrazole Systems onto Pyrrolo[2,3-d]pyrimidines: Synthesis of Tetrazolo[1,5-c]-pyrrolo[3,2-e]-pyrimidines and Triazolo[1,5-c]pyrrolo-[3,2-e]pyrimidines as Potential Antibacterial Agents
por: Dave, Chaitanya G., et al.
Publicado: (2002)

Reactivity of ethyl nitrosoacrylate toward pyrrole, indole and pyrrolo[3,2-c]carbazole: an experimental and theoretical study
por: Benzi, Alice, et al.
Publicado: (2023)

An expedient and new synthesis of pyrrolo[1,2-b]pyridazine derivatives
por: Sagyam, Rajeshwar Reddy, et al.
Publicado: (2009)

First synthesis of meso-substituted pyrrolo[1,2-a]quinoxalinoporphyrins
por: Singh, Dileep Kumar, et al.
Publicado: (2014)

Synthesis and Antiplasmodial Activity of 3-Furyl and 3-Thienylquinoxaline-2-carbonitrile 1,4-Di-N-oxide Derivatives †
por: Vicente, Esther, et al.
Publicado: (2008)

2-Methyl-1-phenyl-1H-indole-3-carbonitrile
por: Yang, Kun, et al.
Publicado: (2011)

3-(4-Fluorophenyl)-2-(2-naphthyloxy)-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile
por: Ma, Jun-Kai, et al.
Publicado: (2009)

3-(4-Fluorophenyl)-2-(4-methoxyphenoxy)-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile
por: Zeng, Guo-Ping, et al.
Publicado: (2008)

Method for the Large-Scale Synthesis of Multifunctional 1,4-Dihydro-pyrrolo[3,2-b]pyrroles
por: Tasior, Mariusz, et al.
Publicado: (2020)

Synthesis of pyrrolo[1,2-a]quinolines by formal 1,3-dipolar cycloaddition reactions of quinolinium salts
por: Choi, Anthony, et al.
Publicado: (2019)

Efficient synthesis of polyfunctionalized carbazoles and pyrrolo[3,4-c]carbazoles via domino Diels–Alder reaction
por: Fang, Ren-Jie, et al.
Publicado: (2021)

1-(4-Bromophenyl)-2-methyl-1H-indole-3-carbonitrile
por: Yan, Qiao, et al.
Publicado: (2011)

6-Methoxy-2-methyl-1-phenyl-1H-indole-3-carbonitrile
por: Yan, Qiao, et al.
Publicado: (2011)

1-Methoxy-2-methyl-1H-benzo[f]indole-3-carbonitrile
por: Li, Jiang-Sheng, et al.
Publicado: (2009)

Nucleophile-induced ring contraction in pyrrolo[2,1-c][1,4]benzothiazines: access to pyrrolo[2,1-b][1,3]benzothiazoles
por: Lystsova, Ekaterina A, et al.
Publicado: (2023)

Synthesis and Biological Activity of Some New Pyrazoline and Pyrrolo[3,4-c]pyrazole-4,6-dione Derivatives: Reaction of Nitrilimines with Some Dipolarophiles
por: Abunada, Nada M., et al.
Publicado: (2008)

Pd/C-Mediated synthesis of indoles in water
por: Layek, Mohosin, et al.
Publicado: (2009)

1-Benzyl-2-(1H-indol-3-yl)-5-oxopyrrolidine-2-carbonitrile
por: Tamazyan, Rafael, et al.
Publicado: (2008)

1-(4-Methoxyphenyl)-2-methyl-1H-indole-3-carbonitrile
por: Yan, Qiao, et al.
Publicado: (2011)

1-(2-Chlorophenyl)-6-fluoro-2-methyl-1H-indole-3-carbonitrile
por: Yang, Kun, et al.
Publicado: (2011)

Synthesis of (S)-1-(2-chloroacetyl)pyrrolidine-2-carbonitrile: A key intermediate for dipeptidyl peptidase IV inhibitors
por: Singh, Santosh Kumar, et al.
Publicado: (2008)

Unprecedented Utilization of Pelargonidin and Indole for the Biosynthesis of Plant Indole Alkaloids
por: Warskulat, Anne‐Christin, et al.
Publicado: (2016)

Synthesis of pyrrolo[2,1-f][1,2,4]triazin-4(3H)-ones: Rearrangement of pyrrolo[1,2-d][1,3,4]oxadiazines and regioselective intramolecular cyclization of 1,2-biscarbamoyl-substituted 1H-pyrroles
por: Son, Kkonnip, et al.
Publicado: (2016)

3′-[(1H-Indol-3-yl)carbonyl]-1′-methyl-2-oxo-4′-(thiophen-2-yl)spiro[indoline-3,2′-pyrrolidine]-3′-carbonitrile
por: Inglebert, S. Antony, et al.
Publicado: (2013)

Preparation and Physical Characterization of Pyrene and Pyrrolo[3,4‐c]pyrrole‐1,4‐dione‐Based Copolymers
por: Alqurashy, Bakhet A.
Publicado: (2019)

Synthesis of a Novel Type of 2,3′‐BIMs via Platinum‐Catalysed Reaction of Indolylallenes with Indoles
por: Cooper, Lisa, et al.
Publicado: (2018)

Synthesis and Cyclooxygenase Inhibition of Sulfonamide-Substituted (Dihydro)Pyrrolo[3,2,1-hi]indoles and Their Potential Prodrugs
por: Laube, Markus, et al.
Publicado: (2019)

Cannot write session to /tmp/vufind_sessions/sess_gcfg6nqn82hq6fbtrm4k121v50