Chlorination of some indole derivatives with ethyl N,N-dichlorocarbamate

1970 ◽  
Vol 48 (3) ◽  
pp. 422-428 ◽  
Author(s):  
J. M. Muchowski
Keyword(s):  
Carboxylic Acid ◽  
Indole Derivatives ◽  
Sole Product

The sole product obtained from the reaction of indole-2-carboxylic acid and ethyl N,N-dichlorocarbamate was 3,3,5-trichlorooxindole (7). In contrast, methyl indole-2-carboxylate gave a mixture of methyl-3,5-dichlorooxindole-3-carboxylate (10) and methyl-3,5,7-trichlorooxindole-3-carboxylate (11), the same products as obtained from the chlorination of methyl indole-3-carboxylate. The structures of these products were confirmed by degradation to known compounds and/or by synthesis, and mechanisms for their formation were suggested.

Energetic Effect of the Carboxylic Acid Functional Group in Indole Derivatives

2017 ◽  
Vol 121 (15) ◽  
pp. 2980-2989 ◽  
Author(s):  
Tânia M.T. Carvalho ◽  
Luísa M.P.F. Amaral ◽  
Victor M.F. Morais ◽  
Maria D.M.C. Ribeiro da Silva
Keyword(s):  
Carboxylic Acid ◽  
Functional Group ◽  
Indole Derivatives ◽  
Acid Functional Group

scholarly journals Studies on Indole Derivatives. XII. : Reaction of Indole-2-carboxylic Acid Derivatives with Carbon Disulfide

1971 ◽  
Vol 91 (11) ◽  
pp. 1164-1173 ◽  
Author(s):  
GORO KOBAYASHI ◽  
YOSHIRO MATSUDA ◽  
REIKO NATUKI ◽  
YOSHINORI TOMINAGA
Keyword(s):  
Carboxylic Acid ◽  
Carbon Disulfide ◽  
Indole Derivatives

THE HYDROGENOLYSIS OF 3-HYDROXYMETHYLINDOLE AND OTHER INDOLE DERIVATIVES WITH LITHIUM ALUMINUM HYDRIDE

1953 ◽  
Vol 31 (9) ◽  
pp. 775-784 ◽  
Author(s):  
Edward Leete ◽  
Léo Marion
Keyword(s):  
Carboxylic Acid ◽  
Sodium Hydroxide ◽  
Ethyl Ester ◽  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Reduction Product ◽  
Alkaline Media ◽  
Lithium Aluminum ◽  
Indole Derivatives ◽  
Alkyl Ethers

Indole-3-aldehyde, indole-3-carboxylic acid and its ethyl ester were reduced by excess lithium aluminum hydride to skatole. The expected reduction product, 3-hydroxymethylindole, was obtained by the action of sodium hydroxide on gramine methiodide. It and its alkyl ethers were readily reduced to skatole. 3-Hydroxymethylindole underwent self-condensation to 3,3′-di-indolylmethane in neutral and alkaline media, and with acidic reagents was converted to an oxygen-free polymeric substance. The mechanism of these reactions and of the hydrogenolysis is discussed

scholarly journals Spectrophotometric study of the protonation processes of some indole derivatives in sulfuric acid

1999 ◽  
Vol 64 (12) ◽  
pp. 775-787 ◽  
Author(s):  
Blagoja Andonovski ◽  
Goran Stojkovic
Keyword(s):  
Sulfuric Acid ◽  
Carboxylic Acid ◽  
Dissociation Constants ◽  
Uv Spectroscopy ◽  
Spectrophotometric Study ◽  
Protonated Form ◽  
Indole Derivatives ◽  
Acid Media ◽  
Solvent Parameter ◽  
Pka Value

The protonation of 3-methylindole, D-tryptophan, 3-formylindole, 3-acetylindole and indolyl-2-carboxylic acid in sulfuric acid media was studied by UV spectroscopy. The measurement of the absorbance at four selected wavelengths enabled the calculation of the corresponding molar absorptivities. The results were used to calculate the pKa value of the protonated form of the indole derivatives by the Hammett Method. The Hammett postulate (the slope of the plot log [c(BH+)/c(B)]vs. H should be equal to 1) was tested. The dissociation constants and solvent parameter m* were also obtained by applying the Excess Acidity Method. The position of the additional protons in the protonated compounds is discussed.

Catalytic enantioselective synthesis of indolizino[8,7-b]indole alkaloid derivatives based on the tandem reaction of tertiary enamides

2021 ◽  
Author(s):  
Xin-Ming Xu ◽  
Ming Xie ◽  
Jiazhu Li ◽  
Mei-Xiang Wang
Keyword(s):  
Indole Alkaloid ◽  
Enantioselective Synthesis ◽  
High Yield ◽  
Tandem Reaction ◽  
Indole Derivatives

An exquisite Pybox/Cu(OTf)2-catalyzed asymmetric tandem reaction of tertiary enamides was developed, which enabled the expeditious synthesis of indolizino[8,7-b]indole derivatives in high yield, excellent enantioselectivity and diastereoselectivity.

Fibrinolytic Activity of Cerebro-Spinal Fluid and the Development of Artificial Cerebral Haematomas in Dogs

1969 ◽  
Vol 21 (02) ◽  
pp. 294-303 ◽  
Author(s):  
H Mihara ◽  
T Fujii ◽  
S Okamoto
Keyword(s):  
Cerebrospinal Fluid ◽  
Carboxylic Acid ◽  
Fibrinolytic Activity ◽  
Clinical Implications ◽  
Trans Form ◽  
Plate Method ◽  
Blood Samples ◽  
Fibrin Plate ◽  
The Brain

SummaryBlood was injected into the brains of dogs to produce artificial haematomas, and paraffin injected to produce intracerebral paraffin masses. Cerebrospinal fluid (CSF) and peripheral blood samples were withdrawn at regular intervals and their fibrinolytic activities estimated by the fibrin plate method. Trans-form aminomethylcyclohexane-carboxylic acid (t-AMCHA) was administered to some individuals. Genera] relationships were found between changes in CSF fibrinolytic activity, area of tissue damage and survival time. t-AMCHA was clearly beneficial to those animals given a programme of administration. Tissue activator was extracted from the brain tissue after death or sacrifice for haematoma examination. The possible role of tissue activator in relation to haematoma development, and clinical implications of the results, are discussed.

Sign in / Sign up

Export Citation Format

Share Document