A General Strategy for the Synthesis of Cyclic N-Aryl Hydroxamic Acids via Partial Nitro Group Reduction was written by McAllister, Laura A.;Bechle, Bruce M.;Dounay, Amy B.;Evrard, Edelweiss;Gan, Xinmin;Ghosh, Somraj;Kim, Ji-Young;Parikh, Vinod D.;Tuttle, Jamison B.;Verhoest, Patrick R.. And the article was included in Journal of Organic Chemistry in 2011.SDS of cas: 1290618-00-6 The following contents are mentioned in the article:
We describe a generalized approach to stereocontrolled synthesis of substituted cyclic hydroxamic acids (3-amino-1-hydroxy-3,4-dihydroquinolinones), e.g. I (R = F3CO, MeO, Me, Cl), by selective reduction of substituted 2-nitrophenylalanine substrates. Compounds in this series have antibacterial properties and have also recently been reported as KAT II inhibitors. The key nitrophenyl alanine intermediates are prepared enantioselectively in excellent yield by phase transfer catalyzed alkylation of the corresponding nitrobenzyl bromides. The scope and limitations of the reductive cyclization transformation have been explored with attention to the effects of substitution pattern and electronics on reaction efficiency and byproduct formation. In addition, a novel activated trifluoroethyl ester cyclization strategy has been developed as an alternate approach to the most sterically demanding systems in this series. This study involved multiple reactions and reactants, such as (2-Nitro-5-(trifluoromethoxy)phenyl)methanol (cas: 1290618-00-6SDS of cas: 1290618-00-6).
(2-Nitro-5-(trifluoromethoxy)phenyl)methanol (cas: 1290618-00-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.SDS of cas: 1290618-00-6
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Alcohols – Chemistry LibreTexts