scholarly journals Chemistry of Sodium Borohydride and Diborane. IV. Reduction of Carboxylic Acids to Alcohols with Sodium Borohydride through Mixed Carbonic-Carboxylic Acid Anhydrides

1968 ◽  
Vol 16 (3) ◽  
pp. 492-497 ◽  
Author(s):  
KIKUO ISHIZUMI ◽  
KENJI KOGA ◽  
SHUNICHI YAMADA
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Sodium Borohydride ◽  
Acid Anhydrides

Isocarbostyrils. II. The Conversion of 2-Methyl-4-acyl-5-nitroisocarbostyrils to 2-Substituted Indole-4-carboxylic Acids

1971 ◽  
Vol 49 (17) ◽  
pp. 2797-2802 ◽  
Author(s):  
D. E. Horning ◽  
G. Lacasse ◽  
J. M. Muchowski
Keyword(s):  
Sulfuric Acid ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Alkaline Hydrolysis ◽  
Mannich Reaction ◽  
Reductive Cyclization ◽  
Acid Catalyzed ◽  
Acid Anhydrides ◽  
Hydrolysis Of ◽  
Derivatives Of

The sulfuric acid catalyzed acylation of 2-methyl-5-nitroisocarbostyril with carboxylic acid anhydrides gave the corresponding 4-acylated derivatives 3, which underwent reductive cyclization to 2-substituted derivatives of 4-methyl-1,3,4,5-tetrahydropyrrolo[4.3.2.de]isoquinolin-5-one (4). Alkaline hydrolysis of the six-membered lactam in 4 was accompanied by a retro-Mannich reaction to produce 2-substituted indole-4-carboxylic acids in about 40 % overall yield from 3.

Reactions of Chromyl Chloride with Carboxylic Acids and Carboxylic Acid Anhydrides

1985 ◽  
Vol 40 (2) ◽  
pp. 247-250 ◽  
Author(s):  
Ramesh Kapoor ◽  
Pratibha Kapoor ◽  
Ramneek Sharma
Keyword(s):  
Magnetic Susceptibility ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Magnetic Moment ◽  
Antiferromagnetic Coupling ◽  
Chromyl Chloride ◽  
Polar Organic Solvents ◽  
Uv Visible ◽  
Acid Anhydrides ◽  
Polymeric Structures

Abstract Chromyl Chloride reacts with carboxylic acids [RCOOH where R = C2H5, n-C3H7, CH2CI, CHCl2 and CCI3] to give reduced chromium(III) carboxylates, [Cr3 O(OOCR)6 (H2O)3 ]Cl. Magnetic susceptibility, UV-visible and IR measurements are all consistent with their trinuclear basic structures. Reactions of chromyl chloride with carboxylic acid anhydrides [(RCO)2O where R = CH3 , C2H5 and n-C3H7 ] give dinuclear oxo-bridged complexes of the type, [Cr2O(OOOCR)3 ]Cl. These compounds behave as non-electrolytes in polar organic solvents. IR spectra suggest the presence of bridging carboxylato groups containing Cr-O -Cr chains. Their low magnetic moment values suggest polymeric structures exhibiting antiferromagnetic coupling between Cr atoms.

Mild and Efficient Synthesis of Carboxylic Acid Anhydrides from Carboxylic Acids and Triazine Coupling Reagents

2004 ◽  
Vol 34 (18) ◽  
pp. 3349-3358 ◽  
Author(s):  
Zbigniew J. Kamiñski ◽  
Beata Kolesiñska ◽  
Marcinkowska Małgorzata
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Efficient Synthesis ◽  
Coupling Reagents ◽  
Acid Anhydrides

Synthetic plant growth regulators. VI. The partial synthesis of optically active (4β,15α)-18-Norkaurene-15-carboxylic acids from (4β)-18-norkauren-3-one by means of a pyrrolidinium ylide rearrangement

1980 ◽  
Vol 33 (9) ◽  
pp. 2061 ◽  
Author(s):  
AL Cossey ◽  
LN Mander ◽  
JV Turner
Keyword(s):  
Carboxylic Acid ◽  
Plant Growth ◽  
Carboxylic Acids ◽  
Plant Growth Regulators ◽  
Growth Regulators ◽  
Sodium Borohydride ◽  
Sigmatropic Rearrangement ◽  
Optically Active ◽  
Allylic Amines ◽  
Partial Synthesis

(4β)-18-Norkaur-16-en-3-one (4a) was alternatively acetalized (ethanediol/Dowex resin) or deoxygenated (tosylhydrazine/sodium borohydride); allylic bromination (N-bromosuccinimide) of the products, followed by alkylation of pyrrolidine gave primary allylic amines which were quaternized with chloroacetonitrile. Potassium t-butoxide-induced [2,3]-sigmatropic rearrangement, followed by acidic hydrolysis and Jones oxidation, gave respectively (4β,15α)-3-oxo-18-norkaur-16-ene-15- carboxylic acid (10a) and (4β,15α)-18-norkaur-16-ene-15-carboxylic acid. Reductions of (4a) and (10a) gave, with K-Selectride, axial (3β)- alcohols and, with sodium borohydride, mainly equatorial (3α)-alcohols. Details of a related conversion of (+)-phyllocladene into (15α)- phyllocladene-15-carboxylic acid are also recorded.

Synthesis of 3-(Cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8- carboxylic Acids Via an Efficient Three-component Condensation Reaction between Cyclohexylisocyanide and 2-Aminopyridine-3-carboxylic Acid in the Presence of Aromatic Aldehyde

2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi
Keyword(s):  
Biological Sciences ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
New Materials ◽  
One Pot ◽  
High Yields ◽  
Benzaldehyde Derivatives

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.

scholarly journals Propylphosphonic acid anhydride–mediated amidation of Morita–Baylis–Hillman–derived indolizine-2-carboxylic acids

2021 ◽  
pp. 174751982098715
Author(s):  
Khethobole C Sekgota ◽  
Michelle Isaacs ◽  
Heinrich C Hoppe ◽  
Ronnett Seldon ◽  
Digby F Warner ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Coupling Agent ◽  
Methyl Esters ◽  
Acid Anhydride

Propylphosphonic acid anhydride has been successfully used as a coupling agent in the synthesis of a series of indolizine-2-carboxamido derivatives from indolizine-2-carboxylic acid and its 3-acetylated analogue. The acid substrates were obtained by saponification of the corresponding methyl esters produced, in turn, selectively and efficiently, by time-controlled cyclisation of a single Morita–Baylis–Hillman adduct. Various amino and hydrazino compounds with medicinal potential have been used to prepare indolizine-2-carboxamido and hydrazido derivatives.

Sign in / Sign up

Export Citation Format

Share Document