Document Detail


Importance of ortho proton donors in catalysis of hydrazone formation.
MedLine Citation:
PMID:  23477719     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Anthranilic acids were recently reported as superior catalysts for hydrazone and oxime formation compared to aniline, the classic catalyst for these reactions. Here, alternative proton donors were examined with varied pKa in an effort to enhance activity at biological pH. The experiments show that 2-aminobenzenephosphonic acids are superior to anthranilic acids in catalyzing hydrazone formation with common aldehyde substrates.
Authors:
Pete Crisalli; Eric T Kool
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural     Date:  2013-03-11
Journal Detail:
Title:  Organic letters     Volume:  15     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2013 Apr 
Date Detail:
Created Date:  2013-04-05     Completed Date:  2013-09-23     Revised Date:  2014-04-09    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1646-9     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Aniline Compounds / chemistry
Catalysis
Hydrazones / chemical synthesis*,  chemistry
Hydrogen-Ion Concentration
Kinetics
Molecular Structure
Oximes / chemical synthesis
Protons*
ortho-Aminobenzoates / chemistry
Grant Support
ID/Acronym/Agency:
GM067201/GM/NIGMS NIH HHS; GM068122/GM/NIGMS NIH HHS; GM072705/GM/NIGMS NIH HHS; R01 GM067201/GM/NIGMS NIH HHS; R01 GM068122/GM/NIGMS NIH HHS; R01 GM072705/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Aniline Compounds; 0/Hydrazones; 0/Oximes; 0/Protons; 0/ortho-Aminobenzoates
Comments/Corrections

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