Abstract
Studies on the Pd-catalyzed hydroarylation reaction of a library of differently substituted norbornene amino acid derivatives with numerous halogenoarenes are described. The effect on the regiochemistry of remote substituents, arylating agents and reaction conditions was considered. The reaction occurred with moderate to good yields and a moderate level of regioselectivity being the coupling at C-5 favorite.
Keywords: Bicyclic alkenes, catalysis, hydroarylations, norbornene amino acid derivatives, Pd-catalyzed reactions, regioselectivity
Current Organic Chemistry
Title:Hydroarylation of Substituted Norbornene Amino Acids: Studies on Long-Range Stereo-Electronic Effects on the Regioselectivity of the Addition
Volume: 16 Issue: 22
Author(s): Alessandro Ruffoni, Alessandro Casoni, Maria Luisa Gelmi, Sara Pellegrino and Francesca Clerici
Affiliation:
Keywords: Bicyclic alkenes, catalysis, hydroarylations, norbornene amino acid derivatives, Pd-catalyzed reactions, regioselectivity
Abstract: Studies on the Pd-catalyzed hydroarylation reaction of a library of differently substituted norbornene amino acid derivatives with numerous halogenoarenes are described. The effect on the regiochemistry of remote substituents, arylating agents and reaction conditions was considered. The reaction occurred with moderate to good yields and a moderate level of regioselectivity being the coupling at C-5 favorite.
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Cite this article as:
Ruffoni Alessandro, Casoni Alessandro, Luisa Gelmi Maria, Pellegrino Sara and Clerici Francesca, Hydroarylation of Substituted Norbornene Amino Acids: Studies on Long-Range Stereo-Electronic Effects on the Regioselectivity of the Addition, Current Organic Chemistry 2012; 16 (22) . https://dx.doi.org/10.2174/138527212804004472
DOI https://dx.doi.org/10.2174/138527212804004472 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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