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Synthesis 2008(4): 617-621
DOI: 10.1055/s-2008-1032159
DOI: 10.1055/s-2008-1032159
PAPER
© Georg Thieme Verlag Stuttgart · New York
Trityl Chloride as a Novel and Efficient Organic Catalyst For Room Temperature Preparation of Bis(indolyl)methanes under Solvent-Free Conditions in Neutral Media
Further Information
Received
22 October 2007
Publication Date:
31 January 2008 (online)
Publication History
Publication Date:
31 January 2008 (online)
Abstract
A simple, clean, and highly efficient solvent-free procedure for the preparation of bis(1H-indol-3-yl)methanes is described from the reaction of carbonyl compounds (aldehydes and ketones) with 1H-indole in the presence of trityl chloride as a catalyst. The reaction proceeds rapidly in high yields at room temperature in a neutral medium. A proposed mechanism is suggested based upon former reactions and calculated results.
Key words
trityl chloride - bis(indolyl)methanes - carbonyl compounds - indole - solvent-free
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References
In order to make the procedure safer and greener (for the reactions that require higher temperatures than r.t.) it is also possible to transfer the crude reaction into a small round-bottomed flask (equipped with a reflux condenser) and use an oil bath instead of an oven.