Direct conversion of 3-(2-nitroethyl)-1H-indoles into 2-(1H-indol-2-yl)acetonitriles

Direct conversion of 3-(2-nitroethyl)-1H-indoles into 2-(1H-indol-2-yl)acetonitriles

The recently discovered [4+1]-spirocyclization of nitroalkenes to indoles provided a convenient new approach to 2-(1H-indol-2-yl)acetonitriles. However, this reaction was complicated by the formation of inert 3-(2-nitroethyl)-1H-indole byproducts. Herein, we offer a workaround this problem that allo...

Spremljeno u:

Bibliografski detalji
Glavni autori:	Aksenov, A. V., Аксенов, А. В., Aksenov, N. A., Аксенов, Н. А., Aleksandrova, E. V., Александрова, Е. В., Aksenov, D. A., Аксенов, Д. А., Grishin, I. Y., Гришин, И. Ю., Rubin, M. A., Рубин, М. А.
Format:	Статья
Jezik:	English
Izdano:	MDPI 2021
Teme:	Nitroalkanes Cascade transformations Heterocycles 1,2-alkyl shift Rearrangements
Online pristup:	https://dspace.ncfu.ru/handle/20.500.12258/18235
Oznake:	Dodaj oznaku Bez oznaka, Budi prvi tko označuje ovaj zapis!

Similar Items

Improved method for preparation of 3-(1H-Indol-3-yl)benzofuran-2(3H)-ones
od: Grishin, I. Y., i dr.
Izdano: (2022)

Microwave synthesis of 2-[(E)-2-(1H-indol-3-yl)vinyl]hetarenes
od: Aksenov, A. V., i dr.
Izdano: (2018)

Direct reductive coupling of indoles to nitrostyrenes en route to (indol-3-yl)acetamides
od: Aksenov, A. V., i dr.
Izdano: (2018)

Syntheses of 3-(2-Nitrovinyl)-indoles, Benzo[a]carbazoles, Naphtho[2,1-a]carbazoles, and 1-Hydroxy-β-carbolines Lead to Identification of Antiproliferative Compounds Active under Hypoxia
od: Arutiunov, N. A., i dr.
Izdano: (2024)

Preparation of spiro[indole-3,5′-isoxazoles] via Grignard conjugate addition/spirocyclization sequence
od: Aksenov, A. V., i dr.
Izdano: (2021)

Convenient synthesis and antiproliferative activity of 2-(Indol-2-yl)-2-arylacetamides
od: Aksenov, D. A., i dr.
Izdano: (2025)

Synthetic studies towards benzofuro[2,3-b]quinoline and 6H-indolo[2,3-b]quinoline cores: Total synthesis of norneocryptolepine and neocryptolepine
od: Aksenov, D. A., i dr.
Izdano: (2021)

Preparation of stereodefined 2-(3-Oxoindolin-2-yl)-2-arylacetonitriles via one-pot reaction of indoles with nitroalkenes
od: Aksenov, A. V., i dr.
Izdano: (2019)

Synthesis of 11H-indolo[3,2-c]quinolines by SnCl4-catalyzed cyclization of indole-3-carbaldehyde oximes
od: Aksenov, N. A., i dr.
Izdano: (2020)

Synthesis and some properties of new 5-Hydroxy-2-[(hetarylthio)methyl]-4H-pyran-4-ones
od: Dotsenko, V. V., i dr.
Izdano: (2021)

One-Pot Synthesis of (E)-2-(3-Oxoindolin-2-Ylidene)-2-Arylacetonitriles
od: Aksenov, N. A., i dr.
Izdano: (2022)

Reaction of benzyne with 1,2,3,4-tetrahydroisoquinolines as an access to 1H-3-benzazepines
od: Aksenov, A. V., i dr.
Izdano: (2018)

Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
od: Aksenov, A. V., i dr.
Izdano: (2018)

Synthesis of spiro[indole-3,5′-isoxazoles] with anticancer activity via a formal [4 + 1]-spirocyclization of nitroalkenes to indoles
od: Aksenov, A. V., i dr.
Izdano: (2019)

Novel Two-Step Synthesis of N -Alkylated 2,3-Diaryl-4-quinolones
od: Aksenov, A. V., i dr.
Izdano: (2024)

Oxidative Dimerization of (Thiazol-2-yl)acetonitriles with Molecular Iodine: Synthesis and Structure of 2,3-Bis(4-aryl-1,3-thiazol-2-yl)but-2-enedinitriles
od: Dotsenko, V. V., i dr.
Izdano: (2024)

New photochromic indoline spiropyrans containing cationic substituent in the 2H-chromene moiety
od: Aksenov, N. A., i dr.
Izdano: (2018)

Photo- and ionochromic N-acylated 2-(aminomethylene)benzo[b]thiophene-3(2H)-ones containing a terpyridine receptor
od: Demidov, O. P., i dr.
Izdano: (2025)

One-pot synthesis of 4-methyl-2-alkyl quinazoline-N-oxides by cascade acetamidation–acylation of simple electron-rich arenes with primary nitroalkanes
od: Grishin, I. Y., i dr.
Izdano: (2025)

Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
od: Aksenov, N. A., i dr.
Izdano: (2019)

Direct metal-free synthesis of diarylamines from 2-nitropropane via the twofold C-H functionalization of arenes
od: Aksenov, A. V., i dr.
Izdano: (2019)

New 6'-Amino-5'-cyano-2-oxo-1,2-dihydro-1'H-spiro[indole-3,4'-pyridine]-3'-carboxamides: Synthesis, Reactions, Molecular Docking Studies and Biological Activity
od: Dotsenko, V. V., i dr.
Izdano: (2023)

Nitrostyrenes as 1,4-CCNO-dipoles: diastereoselective formal [4+1] cycloaddition of indoles
od: Aksenov, A. V., i dr.
Izdano: (2018)

A novel method for the synthesis of 2-arylquinolin-4(1H)-ones
od: Arutiunov, N. A., i dr.
Izdano: (2024)

Michael addition to unprotected 3-(2-nitrovinyl)indoles under the conditions of microwave synthesis
od: Aksenov, A. V., i dr.
Izdano: (2018)

Synthesis of (2E,4E)-2-(4-Aryl-1,3-selenazol-2-yl)-5-phenylpenta-2,4-dienenitriles
od: Aksenov, N. A., i dr.
Izdano: (2025)

Synthesis and structure of new 2,4-dicyano-6-oxo-3-phenylbicyclo[3.2.1]octane-2,4-dicarboxylates
od: Dotsenko, V. V., i dr.
Izdano: (2020)

Introduction of tetrazol-1-yl and 5-methyltetrazol-1-yl substituents in the phenyl ring of dibenzo-18-crown-6
od: Aksenov, N. A., i dr.
Izdano: (2018)

Oxidative Cyclization of 4-(2-Aminophenyl)-4-oxo-2-phenylbutanenitriles into 2-(3-Oxoindolin-2-ylidene)acetonitriles
od: Aksenov, N. A., i dr.
Izdano: (2022)

Direct C-H functionalization of arenes in reactions with nitroalkanes and nitroalkenes in polyphosphoric acids
od: Aksenov, A. V., i dr.
Izdano: (2019)

Metal-free ring expansion of indoles with nitroalkenes: A simple, modular approach to 3-substituted 2-quinolones
od: Aksenov, A. V., i dr.
Izdano: (2019)

One-Pot Synthesis of Polynuclear Indole Derivatives by Friedel-Crafts Alkylation of γ-Hydroxybutyrolactams
od: Abaev, V. T., i dr.
Izdano: (2023)

6-Aryl- and 6,7-diaryl-1,3-dimethyl-1H-perimidin-2(3H)-ones: synthesis, conformational stability, crystal structure and optical properties
od: Demidov, O. P., i dr.
Izdano: (2025)

Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2: H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones
od: Aksenov, N. A., i dr.
Izdano: (2021)

One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
od: Arutiunov, N. A., i dr.
Izdano: (2025)

Investigation of cationic transformations involving 5-ethynyl-4-arylpyrimidines
od: Shcherbakov, S. V., i dr.
Izdano: (2022)

Aminomethylation of Guareschi imides: synthesis of 2,4-dioxo-1H,5H-3,7-spiro[diazabicyclo[3.3.1]nonane-9,4'-piperidine]-1,5-dicarbonitriles
od: Dotsenko, V. V., i dr.
Izdano: (2018)

A Convenient Way to Quinoxaline Derivatives through the Reaction of 2-(3-Oxoindolin-2-yl)-2-phenylacetonitriles with Benzene-1,2-diamines
od: Aksenov, A. V., i dr.
Izdano: (2022)

Synthesis of 5-Aryl-4-sulfanylidene-2,3,4,5,6,8-hexahydro-7H-pyrido[3,2-e][1,3]thiazin-7-ones
od: Dotsenko, V. V., i dr.
Izdano: (2024)

Rational design of an efficient one-pot synthesis of 6H-pyrrolo[2,3,4- gh] perimidines in polyphosphoric acid
od: Aksenov, A. V., i dr.
Izdano: (2018)