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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

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 and Gyorgy Keglevich

Volume 17, Issue 17, 2013

Page: [1894 - 1902] Pages: 9

DOI: 10.2174/13852728113179990035

Price: $65

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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