Lewis Acid Catalyzed Mild Method for Head to Tail Dimerization or Cyclization of tert-Alcohols

G, Satyanarayana (2015) Lewis Acid Catalyzed Mild Method for Head to Tail Dimerization or Cyclization of tert-Alcohols. Asian Journal of Organic Chemistry. ISSN 2193-5807 (In Press)

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A mild and practical method is developed, for the efficient synthesis of (1,1-dimethyl-3-phenylbut-3-enyl)benzenes and indanes promoted by the Lewis acid, starting from tert-benzyl alcohols. The reaction is temperature dependent and furnished the products with excellent regioselectivity. In the case of simple dimerization Markovnikov head to tail coupling took place. On the other hand, the reaction at elevated temperatures, gave indanes through subsequent Friedel-Crafts cycloalkylation. Significantly, even electron rich aromatic systems were compatible for the formation of indanes, which would not be feasible by earlier reports, thus, reveals the advantageous of mild nature of the present protocol.

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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: tertiary alcohols* indane * dimerization * cyclization * acid catalyzed *
Subjects: ?? sub5.8 ??
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 27 Nov 2015 05:02
Last Modified: 27 Nov 2015 05:02
URI: http://raiith.iith.ac.in/id/eprint/2042
Publisher URL: http://dx.doi.org/10.1002/ajoc.201500456
OA policy: http://www.sherpa.ac.uk/romeo/issn/2193-5807/
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