The reaction of carboxylic acids with epoxides using lithium naphthalenide

1974 ◽  
Vol 27 (10) ◽  
pp. 2205 ◽  
Author(s):  
T Fujita ◽  
S Watanabe ◽  
K Suga
Keyword(s):  
Carboxylic Acids ◽  
Good Yield ◽  
Hydroxy Acids

Lithium naphthalenide reacts with carboxylic acids in the presence of diethylamine to give the α-anions of lithium carboxylates. Reaction of these anions with various epoxides gives the corresponding y-hydroxy acids in good yield. The γ-hydroxy acids easily cyclize to give γ-butyrolactones.

Efficient CDI/CH3SO3H -Catalyzed, Microwave-Assisted Synthesis of 2-Substituted Benzothiazoles

2018 ◽  
Vol 16 (1) ◽  
pp. 34-39
Author(s):  
Yao-Wei Li ◽  
Pei-Ming Zhang ◽  
Rui Li ◽  
Yan Bai ◽  
Yu Yu ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Carboxylic Acids ◽  
1H Nmr ◽  
Good Yield ◽  
Microwave Assisted Synthesis ◽  
Synthetic Method ◽  
Benzothiazole Derivatives ◽  
Microwave Assisted ◽  
Highly Effective

CDI combined with CH3SO3H was found to be highly effective for the cyclization of 2-aminothiophenol derivatives with carboxylic acids under MW condition. Fourteen benzothiazole derivatives were synthesized in good yield and their structures were characterized by 1H-NMR, 13CNMR, IR and mass spectrometry. This simple, rapid synthetic method is believed to provide a useful process for the synthesis of 2-substituted benzothiazole compounds.

scholarly journals The Messy Alkaline Formose Reaction and Its Link to Metabolism

Life ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 125
Author(s):  
Arthur Omran ◽  
Cesar Menor-Salvan ◽  
Greg Springsteen ◽  
Matthew Pasek
Keyword(s):  
Carboxylic Acids ◽  
Food Source ◽  
Chemical Species ◽  
Origins Of Life ◽  
Hydroxy Acids ◽  
Genetic Elements ◽  
Formose Reaction ◽  
Alkaline Conditions

Sugars are essential for the formation of genetic elements such as RNA and as an energy/food source. Thus, the formose reaction, which autocatalytically generates a multitude of sugars from formaldehyde, has been viewed as a potentially important prebiotic source of biomolecules at the origins of life. When analyzing our formose solutions we find that many of the chemical species are simple carboxylic acids, including α-hydroxy acids, associated with metabolism. In this work we posit that the study of the formose reaction, under alkaline conditions and moderate hydrothermal temperatures, should not be solely focused on sugars for genetic materials, but should focus on the origins of metabolism (via metabolic molecules) as well.

Chiroptical sensing of unprotected amino acids, hydroxy acids, amino alcohols, amines and carboxylic acids with metal salts

2019 ◽  
Vol 55 (44) ◽  
pp. 6297-6300 ◽  
Author(s):  
Ciarán C. Lynch ◽  
Zeus A. De los Santos ◽  
Christian Wolf
Keyword(s):  
Amino Acids ◽  
Carboxylic Acids ◽  
Amino Alcohols ◽  
Metal Salts ◽  
Hydroxy Acids ◽  
Optical Chirality ◽  
Iron Palladium

Optical chirality sensing of unprotected amino acids, hydroxy acids, amino alcohols, amines and carboxylic acids based on a practical mix-and-measure protocol with readily available copper, iron, palladium, manganese, cerium or rhodium salts is demonstrated.

IX.—The Synthesis of 8-Bromo-3-methoxyfluoranthene.

1969 ◽  
Vol 68 (2) ◽  
pp. 127-137
Author(s):  
Neil Campbell ◽  
Naim M. Hasan
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acids ◽  
Good Yield ◽  
Related Compounds

SummaryA second method for the synthesis of 8-bromo-3-methoxyfluoranthene from 2-bromo-7-methoxyfluorene is described. The autoxidation of fluorene derivatives including the 9-carboxylic acids and of related compounds, particularly 4-α-cyanobenzyl-7−oxo-7H-benz[de]anthracene, is discussed. Unsuccessful attempts to prepare 3-bromofluorene-9-acetic acid in good yield are reported.

α Hydroxylation of Carboxylic Acids with Molecular Oxygen Catalyzed by the α Oxidase of Peas (Pisumsativum):  A Novel Biocatalytic Synthesis of Enantiomerically Pure (R)-2-Hydroxy Acids

1998 ◽  
Vol 120 (43) ◽  
pp. 11044-11048 ◽  
Author(s):  
Waldemar Adam ◽  
Wilhelm Boland ◽  
Jenny Hartmann-Schreier ◽  
Hans-Ulrich Humpf ◽  
Michael Lazarus ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Carboxylic Acids ◽  
Hydroxy Acids ◽  
Enantiomerically Pure

scholarly journals Beckmann Rearrangement of 3-carboxybicyclo[3.3.1]nonane and [3.2.1]octane Oximes

2017 ◽  
Vol 5 (2) ◽  
pp. 121-127
Author(s):  
Marian Gorichko ◽  
Andriy Bulochnikov ◽  
Olga Ryzhenko
Keyword(s):  
Carboxylic Acids ◽  
Good Yield ◽  
Beckmann Rearrangement ◽  
Carboxylic Group ◽  
Bicyclic Compounds ◽  
Selective Formation

Regiospecific Beckmann rearrangement of substituted 2-hydroximinonorbornanone carboxylic acids has been investigated. Selective formation of new functionalized 10-oxo-9-azabicyclo[3.3.2]decanes and 7-oxo-6-azabicyclo[3.2.2]nonanes in good yield has been demonstrated. Presence of neighboring carboxylic group allows conducting of Beckmann rearrangement of strained bicyclic compounds.

Infrared spectra and conformation of substituted methyl cyclohexanecarboxylates and 2-hydroxycyclohexanecarboxylates

1979 ◽  
Vol 44 (2) ◽  
pp. 410-419 ◽  
Author(s):  
Soňa Vašíčková ◽  
Miloš Tichý
Keyword(s):  
Carboxylic Acids ◽  
Infrared Spectra ◽  
Conformational Equilibrium ◽  
Hydroxy Acids ◽  
Stretching Vibration ◽  
Integrated Intensities

Infrared bands due to carbonyl and hydroxyl stretching vibration were measured for 32 esters of substituted cyclohexane and trans-decalin carboxylic acids and 2-hydroxy acids. The bands were computer-separated and most of them assigned to the appropriate rotamers. The conformational equilibrium in methyl trans-2-hydroxy-cis-4-isopropylcyclohexanecarboxylate was determined using comparison of integrated intensities of the hydroxyl bands of the mobile compound with those of the conformationally biased standards. The OH/COOCH3 vicinal interaction was found to be attractive (about 2.6 kJ mol-1).

Some oxidation reactions of branched-chain carboxylic acids

1965 ◽  
Vol 18 (7) ◽  
pp. 1023 ◽  
Author(s):  
ALJ Beckwith ◽  
JE Goodrich
Keyword(s):  
Carboxylic Acids ◽  
Potassium Permanganate ◽  
Dilute Acid ◽  
Oxidation Reactions ◽  
Hydroxy Acids ◽  
Branched Chain ◽  
General Method

Various branched-chain carboxylic acids have been oxidized with the following reagents: (A) potassium manganate in dilute alkali; (B) potassium permanganate in concentrated alkali; (C) potassium peroxydisulphate in dilute alkali; (D) potassium peroxydisulphate in dilute acid. In most cases hydroxy-acids were formed by oxidation at the tertiary position but the yields were poor. None of these reagents appears to provide a general method for the preparation of lactones from branched-chain saturated carboxylic acids.

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