Intramolecular annulation reactions of alkyne-functionalized aminocarbene complexes. A one-pot route to 9H-carbazoles and 11H-benzo[a]carbazoles
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Add time:09/28/2019 Source:infona.pl
Pentacarbonyl(2-alkynylanilinocarbene) complexes of chromium undergo a novel intramolecular tandem alkyne insertion/carbene annulation sequence to give 9H-carbazoles and 11H-benzo[a]carbazoles in a one-pot reaction. The yields of the cyclization products depend on the substitution pattern both at the alkyne terminus and within the carbene carbon side chain. Generally, aryl carbene ligands react more cleanly than their vinyl analogues, and the yields increase in the order of phenyl, methoxyphenyl and mesityl substituents bound to the C≡C bond.Les pentacarbonyl(2-alkynylanilino)carbenes du chrome fournissent au moyen d'une sequence tandem intramoleculaire insertion d'alcyne/annelation carbenique des 9H-carbazoles et des 11H-benzo[a]carbazoles en une reaction one-pot \ra. Les rendements en produits de cyclisation dependent du mode de substitution a la fois de l'alcyne et de la chaine laterale portant le carbone carbenique. Generalement, les ligands des carbenes aryliques reagissent plus proprement que leurs analogues vinyliques et les rendements augmentent selon les substituants lies a la liaison C≡C dans l'ordre phenyle, methoxyphenyle et mesityle.
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