Zum Mechanismus der Inden‐Bildung durch Friedel‐Crafts‐Cycloalkenylierung

6533b7d7fe1ef96bd1268d7b

RESEARCH PRODUCT

Zum Mechanismus der Inden‐Bildung durch Friedel‐Crafts‐Cycloalkenylierung

Albert Heesing Hans-wolfgang Schneeberger

subject

Inorganic Chemistry chemistry.chemical_classification chemistry.chemical_compound Nucleophilic addition chemistry Nucleophile Crotonaldehyde Indene Benzene Aldehyde Medicinal chemistry Cinnamaldehyde

description

α,β-Ungesattigte Aldehyde reagieren mit Benzol unter Friedel-Crafts-Bedingungen zu Indenen. Mittels 14C- und 2H-indizierten Verbindungen werden die reversible, nucleophile Addition von Benzol an Zimtaldehyd sowie die 1.3-Wasserstoff-Verschiebung im Crotonaldehyd beim Ringschlus nachgewiesen. On the Mechanism of the Indene Formation by Friedel-Crafts Cycloalkenylation α,β-Unsaturated aldehydes were condensed with benzene in a Friedel-Crafts type reaction to give indenes. With the aid of 14C- and 2H-labelled compounds both the reversible nucleophilic addition of benzene to cinnamaldehyde and the 1.3-hydrogen shift in the cycloalkenylation of crotonaldehyde are examined.

year	journal	country	edition	language
1972-08-01	Chemische Berichte

https://doi.org/10.1002/cber.19721050804

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