G, Satyanarayana and Ramulu, Bokka and Kumar, Devarapalli
(2017)
Superacid-Mediated Intramolecular Cyclization/Condensation: Facile One-Pot Synthesis of Spirotetracyclic Indanones and Indenes.
Synlett, 28 (16).
pp. 2179-2183.
ISSN 0936-5214
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Abstract
A facile, superacid-promoted, domino, one-pot synthesis of novel spirotetracyclic indanones through intramolecular Friedel-Crafts acylation/alkylation of alpha, beta-unsaturated cinnamic acid esters is presented. Interestingly, when the beta-arylgroup contained electron-withdrawing substituents such as fluoro, chloro, or bromo, the reaction took a different mechanistic path and afforded arylindenes as the end products.
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