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Differential Reactivity Pattern of Hybrid o-Quinodimethane Precursors: Strategic Expansion to Annulated Benzocycloalkanes via Rongalite

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Title Differential Reactivity Pattern of Hybrid o-Quinodimethane Precursors: Strategic Expansion to Annulated Benzocycloalkanes via Rongalite
 
Creator KOTHA, S
KHEDKAR, P
 
Subject amino-acid derivatives
diels-alder reactions
intramolecular cycloaddition reactions
sodium formaldehyde sulfoxylate
natural-product hybrids
cross-coupling reaction
organic-synthesis
symmetric sulfones
synthetic approach
ortho-xylylenes
 
Description A hybrid benzocyclobutene (BCB) molecular frames embedding sultine or sulfone moiety has been synthesized via utilization of rongalite. The selective Diels-Alder reaction has been realized at sultine or sulfone terminus in the hybrid BCB system to prepare functionalized BCB molecular frames. The methodology has been generalized for assembling various benzocycloalkanes containing a sultine unit and the strategy has been expanded to generate various annulated benzocycloalkanes.
 
Publisher AMER CHEMICAL SOC
 
Date 2011-07-13T23:08:34Z
2011-12-26T12:47:26Z
2011-12-27T05:53:02Z
2011-07-13T23:08:34Z
2011-12-26T12:47:26Z
2011-12-27T05:53:02Z
2009
 
Type Article
 
Identifier JOURNAL OF ORGANIC CHEMISTRY, 74(15), 5667-5670
0022-3263
http://dx.doi.org/10.1021/jo900658z
http://dspace.library.iitb.ac.in/xmlui/handle/10054/3797
http://hdl.handle.net/10054/3797
 
Language en