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An improved synthetic route to angularly functionalized hydrofluorene derivatives through Pd(0)-catalyzed Heck reaction

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Title An improved synthetic route to angularly functionalized hydrofluorene derivatives through Pd(0)-catalyzed Heck reaction
 
Creator Banerjee, M
Mukhopadhyay, R
Achari, B
Barterjee, AK
 
Subject Chemistry, Organic
 
Description 4a-substituted 1,1-dimethyl or 1-carboniethoxy-1-methyl hydrofluorenes carrying various substituents in the aromatic ring could be conveniently synthesized by Pd(0)-catalyzed Heck reaction. The required bromobenzyl-substituted ethylidene cyclohexane substrates were derived from Hagemann's ester (methyl analogue) via condensation with appropriate benzyl bromide, hydrolytic decarboxylation of the ester, 1,4-addition of methyl or cyano group followed by necessary functional group Manipulation, and Wittig olefination. Simple organic transformations converted the vinyl group to carboxy, formyl or hydroxymethyl. The ring juncture stereochemistry of the products Could be ascertained by correlation approach.
 
Publisher GEORG THIEME VERLAG KGSTUTTGARTRUDIGERSTR 14, D-70469 STUTTGART, GERMANY
 
Date 2011-09-20T12:12:16Z
2011-09-20T12:12:16Z
2006
 
Type Article
 
Identifier SYNTHESIS-STUTTGART
0039-7881
http://hdl.handle.net/123456789/14198
 
Language English