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Friedel-Crafts Arylation of a-Hydroxy Ketones: Synthesis of 1,2,2,2-Tetraarylethanones

Kumar, Anil and Singh, Tej V and Thomas, Sajesh P and Venugopalan, Paloth (2015) Friedel-Crafts Arylation of a-Hydroxy Ketones: Synthesis of 1,2,2,2-Tetraarylethanones. In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (6). pp. 1226-1234.

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Official URL: http://dx.doi.org/10.1002/ejoc.201403438

Abstract

Friedel-Crafts arylation of a-hydroxy ketones such as 2-hydroxy- 1,2,2-triarylethanones has been achieved with a variety of arenes and heteroarenes in the presence of Lewis or Bronsted acids. Both sterically hindered and unhindered 1,2,2,2-tetrarylethanones are formed in good to excellent yields by using a stoichiometric amount of triflic acid. The intermediacy of an a-keto carbenium ion has been proposed.

Item Type: Journal Article
Publication: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Publisher: WILEY-V C H VERLAG GMBH
Additional Information: Copy right for this article belongs to the WILEY-V C H VERLAG GMBH, BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY
Keywords: Synthetic methods; Arylation; Ketones; Carbocations
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 20 Apr 2015 07:26
Last Modified: 20 Apr 2015 07:26
URI: http://eprints.iisc.ac.in/id/eprint/51250

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