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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 24
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Original Articles

Efficient One-Step Synthesis of C3-Symmetrical Benzenoid Compounds Mediated by SOCl2/EtOH

, , , , , , & show all
Pages 3569-3578 | Received 08 Feb 2011, Published online: 20 Aug 2012
 

Abstract

An efficient one-step synthesis of branched functionalized benzenoid compounds from aryl methyl ketones mediated by SOCl2/EtOH is described; some novel C 3-symmetrical molecules were prepared with satisfactory yields. The method enjoys short reaction time and simple operation, and avoids use of organometallic reagents.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

We gratefully acknowledge financial support from the Higher School Science and Technology Development Project of Shanxi Province Education Department (No. 2010124), the Higher School Students Science and Technology Innovation Project of Shanxi Province ([2011]11, No. 2011332), and the Project of Xinzhou Teachers University ([2011]52).

Notes

a The reaction was run with acetophenone (0.075 mol), 25 mL CH2Cl2, and 9.1 mL SOCl2 (0.125 mol).

a The reactions were run with aryl methyl ketone (0.075 mol), 22 mL absolute ethanol, and 9.1 mL SOCl2 (0.125 mol).

b The reaction was monitored by thin-layer chromatography (TLC).

c Isolated yields.

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