Related Experiment Video
Updated: Jan 24, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Mechanochemical Copper-Catalyzed Asymmetric Michael-Type Friedel-Crafts Alkylation of Indoles with Arylidene
Plamena Staleva1, José G Hernández1, Carsten Bolm1
1Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
Abstract:
A mechanochemical version of the asymmetric Michael-type Friedel-Crafts alkylation of indoles with arylidene malonates was developed. The reaction proceeds under ambient atmosphere using a chiral bis(oxazoline)copper catalyst in a mixer mill. Under these reaction conditions nineteen 3-substituted indole derivatives were synthesized in good to excellent yields (up to 98 %), and with good enantioselectivities (up to 91:9 e.r.) after short milling times.
More Related Videos
04:09Demonstrating the Simplicity and In Situ Temperature Monitoring of the Mechanochemical Synthesis of Metal Chalcogenides Suitable for Thermoelectrics
Published on: August 30, 2024
06:52Positron Emission Tomography Using 64-Copper as a Tracer for the Study of Copper-Related Disorders
Published on: April 28, 2023
Related Concept Videos
Electrophilic Aromatic Substitution: Friedel–Crafts Alkylation of Benzene
Limitations of Friedel–Crafts Reactions
Electrophilic Aromatic Substitution: Friedel–Crafts Acylation of Benzene
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Alkyl Halides
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
Rotation of Asymmetric Top
The relationship between the angular momentum of any rigid body and its angular velocity, both of which are vectors, involves the moment of inertia. The moment of inertia is a scalar quantity only for spherically symmetric...