Document Detail


2-Aryl-2-nitroacetates as central precursors to aryl nitromethanes, α-ketoesters, and α-amino acids.
MedLine Citation:
PMID:  23245626     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Nitroarylacetates are useful small molecular building blocks that act as precursors to α-ketoesters and aryl nitromethanes as well as α-amino acids. Methods were developed that produce each of these compound types in good yields. Two different conditions for decarboxylation are discussed for substrates with neutral and electron-poor aryl groups versus electron-rich aryl groups. For formation of the α-ketoesters, new mild conditions for the Nef disproportionation were identified.
Authors:
Alison E Metz; Marisa C Kozlowski
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural     Date:  2013-01-02
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  78     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2013 Jan 
Date Detail:
Created Date:  2013-01-18     Completed Date:  2013-09-10     Revised Date:  2014-06-24    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  717-22     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Acetates / chemistry*
Amino Acids / chemistry*
Catalysis
Esters
Molecular Structure
Palladium / chemistry*
Stereoisomerism
Grant Support
ID/Acronym/Agency:
1S10RR022442/RR/NCRR NIH HHS; 1S10RR023444/RR/NCRR NIH HHS; R01 GM087605/GM/NIGMS NIH HHS; R01GM087605/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Acetates; 0/Amino Acids; 0/Esters; 5TWQ1V240M/Palladium; 625-75-2/nitroacetic acid
Comments/Corrections

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