Synthesis of New β-Carboline Derivatives Fused with β-Lactam Rings: An Experimental and Theoretical Study

Author(s): Matyas Milen, Peter Abranyi-Balogh, Zoltan Mucsi, Andras Dancso, David Frigyes, Laszlo Pongo, Gyorgy Keglevich.

Journal Name: Current Organic Chemistry

Volume 17 , Issue 17 , 2013

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Abstract:

The Staudinger reaction of various β-carboline derivatives with aryloxyacetyl chlorides led to novel fused tetracyclic compounds containing two biologically considerable cores, such as the β-carboline and the β-lactam units. The reaction is stereoselective, giving exclusively the cis cycloadducts as racemates. The mechanism and the 100% stereoselectivity of this cycloaddition was studied by high level quantum chemical calculations.

Keywords: Staudinger reaction, β-Carbolines, β-Lactams, Cycloaddition, Mechanism.

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Article Details

VOLUME: 17
ISSUE: 17
Year: 2013
Page: [1894 - 1902]
Pages: 9
DOI: 10.2174/13852728113179990035
Price: $58

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