Rh (III)‐Catalyzed C‐2 Alkylation of Indoles followed by a Post‐Synthetic Modification via the Ugi Reaction
Abstract: Indole derivatives substituted at the C‐2 position have shown important biological activities. Due to these properties, several methods have been described for the preparation of structurally diverse indoles. In this work, we have synthesized highly functionalized indole derivatives via Rh (III)‐catalyzed C‐2 alkylation with nitroolefins. Under the optimized condition, 23 examples were prepared with 39–80 % yield. Moreover, the nitro compounds were reduced and submitted to the Ugi four‐component reaction, furnishing a series of new indole‐peptidomimetics in moderate to good overall yields.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Rh (III)‐Catalyzed C‐2 Alkylation of Indoles followed by a Post‐Synthetic Modification via the Ugi Reaction ; volume:12 ; number:6 ; year:2023 ; extent:8
ChemistryOpen ; 12, Heft 6 (2023) (gesamt 8)
- Creator
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Januário, Marcelo Augusto Pereira
de Souza, Demetrius P.
Zukerman‐Schpector, Julio
Corrêa, Arlene G.
- DOI
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10.1002/open.202300070
- URN
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urn:nbn:de:101:1-2023060815174311376796
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 11:00 AM CEST
Data provider
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Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Januário, Marcelo Augusto Pereira
- de Souza, Demetrius P.
- Zukerman‐Schpector, Julio
- Corrêa, Arlene G.
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Iridium-Catalyzed Alkylation of Allenylic Electrophiles
MnFe 2 O 4 Nanoparticles‐Catalyzed C3‐Alkylation of Indoles with Benzyl Alcohols under Solvent‐Free Conditions
Efficient Lewis acid-assisted Brønsted acid (LBA) catalysis in the iron-catalyzed Friedel-Crafts alkylation reaction of indoles
Enantioselective Ugi and Ugi-azide reactions catalyzed by anionic stereogenic-at-cobalt(III) complexes
Asymmetric Phosphoric Acid Catalyzed Four-Component Ugi Reaction
Mechanistic Insight into Palladium‐Catalyzed Asymmetric Alkylation of Indoles with Diazoesters Employing Bipyridine‐ N, N’ ‐dioxides as Chiral Controllers
Chromium-Catalyzed Alkylation of Amines by Alcohols
Organophotoredox‐Catalyzed Decarboxylative N‐Alkylation of Sulfonamides
Chromium‐Catalyzed Alkylation of Amines by Alcohols
Indium-Catalyzed Reductive Alkylation of Indoles
Diaminocyclopentadienone Ruthenium Complex Catalyzed Alkylation of Indoles and Ketones with Primary Alcohols
Pd-Catalyzed Allylic Alkylation of Ketones
Iridium-Catalyzed Alkylation of Allenylic Electrophiles
MnFe 2 O 4 Nanoparticles‐Catalyzed C3‐Alkylation of Indoles with Benzyl Alcohols under Solvent‐Free Conditions
Efficient Lewis acid-assisted Brønsted acid (LBA) catalysis in the iron-catalyzed Friedel-Crafts alkylation reaction of indoles
Enantioselective Ugi and Ugi-azide reactions catalyzed by anionic stereogenic-at-cobalt(III) complexes
Asymmetric Phosphoric Acid Catalyzed Four-Component Ugi Reaction
Mechanistic Insight into Palladium‐Catalyzed Asymmetric Alkylation of Indoles with Diazoesters Employing Bipyridine‐ N, N’ ‐dioxides as Chiral Controllers
Chromium-Catalyzed Alkylation of Amines by Alcohols
Organophotoredox‐Catalyzed Decarboxylative N‐Alkylation of Sulfonamides
Chromium‐Catalyzed Alkylation of Amines by Alcohols
Indium-Catalyzed Reductive Alkylation of Indoles
Diaminocyclopentadienone Ruthenium Complex Catalyzed Alkylation of Indoles and Ketones with Primary Alcohols
Pd-Catalyzed Allylic Alkylation of Ketones
Iridium-Catalyzed Alkylation of Allenylic Electrophiles
MnFe 2 O 4 Nanoparticles‐Catalyzed C3‐Alkylation of Indoles with Benzyl Alcohols under Solvent‐Free Conditions
Efficient Lewis acid-assisted Brønsted acid (LBA) catalysis in the iron-catalyzed Friedel-Crafts alkylation reaction of indoles
Enantioselective Ugi and Ugi-azide reactions catalyzed by anionic stereogenic-at-cobalt(III) complexes
Asymmetric Phosphoric Acid Catalyzed Four-Component Ugi Reaction
Mechanistic Insight into Palladium‐Catalyzed Asymmetric Alkylation of Indoles with Diazoesters Employing Bipyridine‐ N, N’ ‐dioxides as Chiral Controllers
Chromium-Catalyzed Alkylation of Amines by Alcohols
Organophotoredox‐Catalyzed Decarboxylative N‐Alkylation of Sulfonamides