Palladium(II)-catalyzed ortho-C-H arylation/alkylation of N-benzoyl α-amino ester derivatives
The palladium-catalyzed arylation/alkylation of ortho-C-H bonds in N-benzoyl α-amino ester derivatives is described. In such a system both the NH-amido and the CO2R groups in the α-amino ester moieties play a role in successful C-H activation/C-C bond formation using iodoaryl coupling partners. A wide variety of functional groups and electron-rich/ deficient iodoarenes are tolerated. The yields obtained range from 20 to 95 %. C-H activation: The transformation of N-benzoyl amino acid ester derivatives (Gly, Asp) has been studied, in which the ortho-C-H activation/C-C bond formation was achieved by using the synergistic system Pd(OAc)2/AgOAc and halide compounds as coupling partners in t-Amyl-OH under air (see scheme).
Misal Castro, Luis C.,Chatani, Naoto
p. 4548 - 4553
(2014/05/06)
Substituents effect on the erlenmeyer-ploechl reaction: Understanding an observed process reaction time
A systematic study on hippuric acid substituents was performed in order to better understand the influence of stereoelectronic factors on the Erlenmeyer reaction rate. In addition, two reaction systems were evaluated: Huenig's base solvent free conditions and catalytic sodium acetate in 2-methyl-THF. The effect on reaction rate of electron withdrawing and electron donating groups are reported. Specifically, the study led to the conclusion that stereoelectronic factors have significant influence in one of our key Erlenmeyer reaction by affecting its reaction rate.
Chavez, Flavio,Kennedy, Nicole,Rawalpally, Thimma,Williamson, R. Thomas,Cleary, Thomas
experimental part
p. 579 - 584
(2011/07/08)
An efficient one-pot synthesis of hippuric acid ethyl ester derivatives
A rapid, one-pot procedure is described for the preparation of the ethyl esters of a number of ring-substituted N-benzoyl glycine (hippuric acid) derivatives from readily-available starling materials.
Conway, Samuel C.,Perni, Robert B.
p. 1539 - 1545
(2007/10/03)
Therapy for urolithiasis with hydroxamic acids. I. Synthesis of new N-(aroyl)glycinohydroxamic acid derivatives and related compounds
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Munakata,Tanaka,Toyoshima
p. 2045 - 2051
(2007/10/02)
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