A Tandem Hydroformylation‐Organocatalyzed Friedel‐Crafts Reaction for the Synthesis of Diindolylmethanes
Abstract: Herein, we present an efficient and atom‐economic tandem hydroformylation organocatalyzed Friedel‐Crafts reaction sequence for the synthesis of diindolylmethanes. Classic syntheses have relied on (Lewis) acid activation of aldehydes, which are often not commercially available and rather sensitive in handling. In contrast, the combination of rhodium‐catalyzed hydroformylation and subsequent organocatalytic activation of the in‐situ formed aldehydes allows the use of readily available and stable alkenes with various functional groups while avoiding acidic conditions to expand the range of available diindolylmethanes. A broad scope of diindolylmethanes was prepared in yields up to 85 % demonstrates the utility of the presented method.
- Standort
-
Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
-
Online-Ressource
- Sprache
-
Englisch
- Erschienen in
-
A Tandem Hydroformylation‐Organocatalyzed Friedel‐Crafts Reaction for the Synthesis of Diindolylmethanes ; day:15 ; month:03 ; year:2024 ; extent:6
Chemistry - a European journal ; (15.03.2024) (gesamt 6)
- Urheber
- DOI
-
10.1002/chem.202400188
- URN
-
urn:nbn:de:101:1-2024031613033886244269
- Rechteinformation
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
-
14.08.2025, 10:55 MESZ
Datenpartner
Dieses Objekt wird bereitgestellt von:
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.
Beteiligte
- Miller, Lukas
- Bauer, Felix
- Breit, Bernhard
Ähnliche Objekte (12)
A tandem hydroformylation‐organocatalyzed Friedel‐Crafts reaction for the synthesis of diindolylmethanes
![Phosphaalkincyclooligomerisierung zum Aufbau von Phosphor-Kohlenstoff-Käfigverbindungen : eine Untersuchung über das [2+2]-Cycloadditionsverhalten von Phosphaalkinen mit ausgewählten Reaktionspartnern](/assets/placeholder/searchResultMediaNoDigitisedMedia.png)
Phosphaalkincyclooligomerisierung zum Aufbau von Phosphor-Kohlenstoff-Käfigverbindungen : eine Untersuchung über das [2+2]-Cycloadditionsverhalten von Phosphaalkinen mit ausgewählten Reaktionspartnern
A Highly Active Hydroformylation Catalyst Using a Self‐Assembling Bis ‐ N ‐Pyrrolyl Phosphine Ligand
A highly active hydroformylation catalyst using a self‐assembling bis‐n‐pyrrolyl phosphine ligand
Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)
Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)
Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Synthesis of (−)‐( R )‐Sitagliptin by Rh I ‐Catalyzed Asymmetric Hydroamination
Visible‐Light‐Driven Intermolecular Reductive Ene–Yne Coupling by Iridium/Cobalt Dual Catalysis for C (sp 3)−C (sp 2) Bond Formation
Carbonylation as a Key Step in New Tandem Reactions – A Route to BODIPYs
Efficient synthesis of new fluorinated building blocks by means of hydroformylation
A tandem hydroformylation‐organocatalyzed Friedel‐Crafts reaction for the synthesis of diindolylmethanes
Phosphaalkincyclooligomerisierung zum Aufbau von Phosphor-Kohlenstoff-Käfigverbindungen : eine Untersuchung über das [2+2]-Cycloadditionsverhalten von Phosphaalkinen mit ausgewählten Reaktionspartnern
A Highly Active Hydroformylation Catalyst Using a Self‐Assembling Bis ‐ N ‐Pyrrolyl Phosphine Ligand
A highly active hydroformylation catalyst using a self‐assembling bis‐n‐pyrrolyl phosphine ligand
Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)
Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)
Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Synthesis of (−)‐( R )‐Sitagliptin by Rh I ‐Catalyzed Asymmetric Hydroamination
Visible‐Light‐Driven Intermolecular Reductive Ene–Yne Coupling by Iridium/Cobalt Dual Catalysis for C (sp 3)−C (sp 2) Bond Formation
Carbonylation as a Key Step in New Tandem Reactions – A Route to BODIPYs
Efficient synthesis of new fluorinated building blocks by means of hydroformylation
A tandem hydroformylation‐organocatalyzed Friedel‐Crafts reaction for the synthesis of diindolylmethanes
Phosphaalkincyclooligomerisierung zum Aufbau von Phosphor-Kohlenstoff-Käfigverbindungen : eine Untersuchung über das [2+2]-Cycloadditionsverhalten von Phosphaalkinen mit ausgewählten Reaktionspartnern
A Highly Active Hydroformylation Catalyst Using a Self‐Assembling Bis ‐ N ‐Pyrrolyl Phosphine Ligand
A highly active hydroformylation catalyst using a self‐assembling bis‐n‐pyrrolyl phosphine ligand
Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)
Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)
Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Synthesis of (−)‐( R )‐Sitagliptin by Rh I ‐Catalyzed Asymmetric Hydroamination
Visible‐Light‐Driven Intermolecular Reductive Ene–Yne Coupling by Iridium/Cobalt Dual Catalysis for C (sp 3)−C (sp 2) Bond Formation
Carbonylation as a Key Step in New Tandem Reactions – A Route to BODIPYs