Cargando…

B(C(6)F(5))(3)-Catalyzed Direct C3 Alkylation of Indoles and Oxindoles

[Image: see text] The direct C3 alkylation of indoles and oxindoles is a challenging transformation, and only a few direct methods exist. Utilizing the underexplored ability of triaryl boranes to mediate the heterolytic cleavage of α-nitrogen C–H bonds in amines, we have developed a catalytic approa...

Descripción completa

Detalles Bibliográficos
Autores principales:	Basak, Shyam, Alvarez-Montoya, Ana, Winfrey, Laura, Melen, Rebecca L., Morrill, Louis C., Pulis, Alexander P.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2020
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7311048/ https://www.ncbi.nlm.nih.gov/pubmed/32596025 http://dx.doi.org/10.1021/acscatal.0c01141

Ejemplares similares

Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols
por: Dambatta, Mubarak B., et al.
Publicado: (2019)

B(C(6)F(5))(3)‐Catalyzed E‐Selective Isomerization of Alkenes
por: Kustiana, Betty A., et al.
Publicado: (2022)

One-Pot Synthesis of Styrene Derivatives from Allyl Silanes via B(C(6)F(5))(3)-Catalyzed Isomerization–Hiyama Coupling
por: Kustiana, Betty A., et al.
Publicado: (2022)

A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
por: Fujita, Shu, et al.
Publicado: (2021)

BF(3)-OEt(2) Catalyzed C3-Alkylation of Indole: Synthesis of Indolylsuccinimidesand Their Cytotoxicity Studies
por: Shaikh, Iqbal N., et al.
Publicado: (2021)

Regioselective synthesis of C3 alkylated and arylated benzothiophenes
por: Shrives, Harry J., et al.
Publicado: (2017)

Stereoselective synthesis of C3-tetrasubstituted oxindoles via copper catalyzed asymmetric propargylation
por: Wang, Jiao-Mei, et al.
Publicado: (2022)

Electrochemical Nickel-Catalyzed C(sp(3))–C(sp(3)) Cross-Coupling of Alkyl Halides with Alkyl Tosylates
por: Ibrahim, Malek Y. S., et al.
Publicado: (2023)

Nickel-catalyzed C–H alkylation of indoles with unactivated alkyl chlorides: evidence of a Ni(i)/Ni(iii) pathway
por: Pandey, Dilip K., et al.
Publicado: (2019)

Selective Iron Catalyzed Synthesis of N‐Alkylated Indolines and Indoles
por: Wu, Jiajun, et al.
Publicado: (2022)

B(C(6)F(5))(3)-Catalyzed C–C Coupling of 1,4-Naphthoquinones with the C-3 Position of Indole Derivatives in Water
por: Dong, Yu, et al.
Publicado: (2019)

Literature Survey and Further Studies on the 3-Alkylation of N-Unprotected 3-Monosubstituted Oxindoles. Practical Synthesis of N-Unprotected 3,3-Disubstituted Oxindoles and Subsequent Transformations on the Aromatic Ring
por: Kókai, Eszter, et al.
Publicado: (2016)

Ligand-enabled Ir-catalyzed intermolecular diastereoselective and enantioselective allylic alkylation of 3-substituted indoles
por: Zhang, Xiao, et al.
Publicado: (2015)

Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
por: Yoshinaga, Kohei, et al.
Publicado: (2018)

Non-Palladium-Catalyzed Approach to the Synthesis of (E)-3-(1,3-Diarylallylidene)Oxindoles
por: Koo, Jahyun, et al.
Publicado: (2022)

Iron-Catalyzed Borrowing Hydrogen β-C(sp(3))-Methylation of Alcohols
por: Polidano, Kurt, et al.
Publicado: (2019)

Green Method To Preparing Oxindole-Fused Spirotetrahydrofuran Scaffolds through Methanesulfonic Acid-Catalyzed Cyclization Reactions of 3-Allyl-3-hydroxy-2-oxindole in Water
por: Zhang, Jie-Huan, et al.
Publicado: (2017)

FLP‐Catalyzed Transfer Hydrogenation of Silyl Enol Ethers
por: Khan, Imtiaz, et al.
Publicado: (2018)

Heterogeneously Catalyzed Domino Synthesis of 3-Indolylquinones Involving Direct Oxidative C–C Coupling of Hydroquinones and Indoles
por: Kamble, Sumit B., et al.
Publicado: (2017)

Rh(III)‐Catalyzed C‐2 Alkylation of Indoles followed by a Post‐Synthetic Modification via the Ugi Reaction
por: Januário, Marcelo Augusto Pereira, et al.
Publicado: (2023)

Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate
por: Lee, Dahye, et al.
Publicado: (2015)

Asymmetric Friedel-Crafts Alkylation of Indole with Chalcones Catalyzed by Chiral Phosphoric Acids
por: Scettri, Arrigo, et al.
Publicado: (2009)

Properties, Pharmacology, and Pharmacokinetics of Active Indole and Oxindole Alkaloids in Uncaria Hook
por: Kushida, Hirotaka, et al.
Publicado: (2021)

Photoinduced iron-catalyzed C–H alkylation of polyolefins
por: Zhang, Zongnan, et al.
Publicado: (2023)

Electrochemical Umpolung C–H Functionalization of Oxindoles
por: Pastor, Miryam, et al.
Publicado: (2021)

Rhodium-catalyzed, P-directed selective C7 arylation of indoles
por: Qiu, Xiaodong, et al.
Publicado: (2018)

B(C(6)F(5))(3)-Catalyzed Diastereoselective and Divergent Reactions of Vinyldiazo Esters with Nitrones: Synthesis of Highly Functionalized Diazo Compounds
por: Stefkova, Katarina, et al.
Publicado: (2023)

Transition metal-free photochemical C–F activation for the preparation of difluorinated-oxindole derivatives
por: Matsuo, Bianca, et al.
Publicado: (2023)

β-Mannanase-catalyzed synthesis of alkyl mannooligosides
por: Morrill, Johan, et al.
Publicado: (2018)

Reactions of biologically inspired hydride sources with B(C(6)F(5))(3)
por: Wilkins, Lewis C., et al.
Publicado: (2017)

Nickel-catalyzed alkyl-arylation of 3,3,3-trifluoropropene
por: Xu, Chang, et al.
Publicado: (2022)

Direct C2–H alkylation of indoles driven by the photochemical activity of halogen-bonded complexes
por: Mamone, Martina, et al.
Publicado: (2023)

Stereoselective rhodium-catalyzed 2-C–H 1,3-dienylation of indoles: dual functions of the directing group
por: Zhai, Yizhan, et al.
Publicado: (2021)

Gold-catalyzed stereoselective dearomatization/metal-free aerobic oxidation: access to 3-substituted indolines/oxindoles
por: Liu, Kai, et al.
Publicado: (2017)

Nickel(ii)-catalyzed enantioselective cyclopropanation of 3-alkenyl-oxindoles with phenyliodonium ylide via free carbene
por: Guo, Jing, et al.
Publicado: (2016)

Molecular Iodine-Catalyzed Selective C-3 Benzylation of Indoles with Benzylic Alcohols: A Greener Approach toward Benzylated Indoles
por: Bhattacharjee, Prantika, et al.
Publicado: (2019)

Iron-Catalyzed C(sp(2))–C(sp(3)) Cross-Coupling of Aryl Chlorobenzoates with Alkyl Grignard Reagents
por: Bisz, Elwira, et al.
Publicado: (2020)

Chiral ammonium betaine-catalyzed asymmetric Mannich-type reaction of oxindoles
por: Torii, Masahiro, et al.
Publicado: (2016)

Iridium‐Catalyzed Enantioselective Intermolecular Indole C2‐Allylation
por: Rossi‐Ashton, James A., et al.
Publicado: (2020)

Ruthenium(ii)-catalyzed regioselective direct C4- and C5-diamidation of indoles and mechanistic studies
por: Devkota, Shreedhar, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_75r86rshin13a2qevdvqhr5p1a