Superacid-Promoted Dual C–C Bond Formation by Friedel–Crafts Alkylation/Acylation of Cinnamate Esters: Synthesis of Indanones

Abstract Dual C–C bond formation was accomplished in one pot for the synthesis of a wide variety of indanones mediated by triflic acid. The reaction proceeds via an initial Michael-addition-type Friedel–Crafts alkylation followed by intramolecular acylation (cyclization). Significantly, the method w...

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Veröffentlicht in:Synthesis (Stuttgart) 2015-03, Vol.47 (9), p.1255-1268
Hauptverfasser: Ramulu, Bokka Venkat, Niharika, Pedireddi, Satyanarayana, Gedu
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract Dual C–C bond formation was accomplished in one pot for the synthesis of a wide variety of indanones mediated by triflic acid. The reaction proceeds via an initial Michael-addition-type Friedel–Crafts alkylation followed by intramolecular acylation (cyclization). Significantly, the method was also successfully employed on more reactive β-diarylcinnamates using slightly different conditions.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0034-1380385