Superacid-Mediated Intramolecular Cyclization/Condensation: Facile One-Pot Synthesis of Spirotetracyclic Indanones and ­Indenes

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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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: superacids; Friedel-Craft reaction; spiro compounds; indanones; indenes; domino reactions
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 13 Oct 2017 04:48
Last Modified: 13 Oct 2017 04:48
URI: http://raiith.iith.ac.in/id/eprint/3618
Publisher URL: https://doi.org/10.1055/s-0036-1590816
OA policy: http://www.sherpa.ac.uk/romeo/issn/0936-5214/
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