Regioselective Synthesis of Indenols by Rhodium-Catalyzed CH Activation and Carbocyclization of Aryl Ketones and Alkynes

Regioselective Synthesis of Indenols by Rhodium-Catalyzed CH Activation and Carbocyclization of Aryl Ketones and Alkynes

Ketones and alkynes join together: The catalytic title reaction proceeds rapidly at 120 °C and requires only 1 hour for completion (see scheme). The reaction mechanism likely involves chelation‐assisted ortho CH activation, insertion of the alkyne moiety, carbocyclization, and protonation. Cp*=pent...

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Veröffentlicht in:Angewandte Chemie International Edition 2011-04, Vol.50 (18), p.4169-4172
Hauptverfasser: Muralirajan, Krishnamoorthy, Parthasarathy, Kanniyappan, Cheng, Chien-Hong
Format: Artikel
Sprache:eng
Schlagworte:
alkynes
Alkynes - chemistry
aryl ketones
Carbon - chemistry
Catalysis
Cyclization
CH activation
Hydrogen - chemistry
Indenes - chemical synthesis
Indenes - chemistry
indenols
Ketones - chemistry
rhodium
Rhodium - chemistry
Stereoisomerism
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Beschreibung
Zusammenfassung:Ketones and alkynes join together: The catalytic title reaction proceeds rapidly at 120 °C and requires only 1 hour for completion (see scheme). The reaction mechanism likely involves chelation‐assisted ortho CH activation, insertion of the alkyne moiety, carbocyclization, and protonation. Cp*=pentamethylcyclopentadienyl.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201100229