Triethylamine borane - a stable, efficient and safe reductant for transforming carboxylic acids to primary alcohols

1990 ◽  
Vol 55 (12) ◽  
pp. 2956-2962 ◽  
Author(s):  
Otomar Kříž ◽  
Zbyněk Plzák ◽  
Jaromír Plešek
Keyword(s):  
Carboxylic Acids ◽  
Acid Chlorides ◽  
Primary Alcohols ◽  
Functional Derivatives ◽  
High Yields ◽  
Derivatives Of

Triethylamine borane, (C2H5)3N.BH3, is a stable, safe and readily available reagent which at 80 °C reduces carboxylic acids to primary alcohols in high yields; functional derivatives of carboxylic acids such as esters, nitriles or amides are virtually nonreactive with this reagent under the same conditions. Aldehydes, ketones and acid chlorides, however, react readily. No solvent is required for the process.

Functional derivatives of thiophene. XIX. Synthesis and biological activity of some esters of 2-benzoylaminothiophene-3-carboxylic acids

1980 ◽  
Vol 14 (12) ◽  
pp. 861-863
Author(s):  
I. A. Kharizomenova ◽  
A. N. Grinev ◽  
N. V. Samsonova ◽  
N. V. Kaplina ◽  
M. V. Kapustina ◽  
...  
Keyword(s):  
Biological Activity ◽  
Carboxylic Acids ◽  
Functional Derivatives ◽  
Derivatives Of

Synthesis of 3-oxoesters and functional derivatives of pyrimidin-4(3Н)-one based on 1-(2,6-dihalophenyl)cyclopropan-1-carboxylic acids

2017 ◽  
Vol 87 (2) ◽  
pp. 224-230 ◽  
Author(s):  
I. A. Novakov ◽  
A. S. Yablokov ◽  
M. B. Navrotskii ◽  
A. S. Mkrtchyan ◽  
A. A. Vernigora ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Functional Derivatives ◽  
Derivatives Of

ChemInform Abstract: FUNCTIONAL DERIVATIVES OF THIOPHENE. XIX. SYNTHESIS AND BIOLOGICAL ACTIVITY OF ESTERS OF 2-BENZOYLAMINOTHIOPHENE-3-CARBOXYLIC ACIDS

1981 ◽  
Vol 12 (21) ◽  
Author(s):  
I. A. KHARIZOMENOVA ◽  
A. N. GRINEV ◽  
N. V. SAMSONOVA ◽  
N. V. KAPLINA ◽  
M. V. KAPUSTINA ◽  
...  
Keyword(s):  
Biological Activity ◽  
Carboxylic Acids ◽  
Functional Derivatives ◽  
Derivatives Of

scholarly journals Recent Developments in Weinreb Synthesis and Their Applications

2019 ◽  
Vol 35 (6) ◽  
pp. 1611-1626
Author(s):  
Maher Khalid ◽  
Shireen Mohammedand Amin Kalo
Keyword(s):  
Carboxylic Acids ◽  
Direct Conversion ◽  
Amide Group ◽  
Acid Chlorides ◽  
Organometallic Reagent ◽  
Organometallic Reagents ◽  
Weinreb Amides ◽  
Weinreb Amide ◽  
Recent Developments ◽  
High Yields

N-methoxy-N-methyl amides or Weinreb amides are worthy embranchment of amide group and their rich functional groups in organic synthesis become a strong else unfeasible conversion. Weinreb amides are produced as an intermediate product of the reaction of carboxylic acids, acid chloride or esters with organometallic reagents, which was first uncovered in 1981. The direct conversion of carboxylic acids or acid chlorides or esters to ketones or aldehydes using organometallic reagents do not lead in high yields, because the intermediate ketones are still highly reactive toward the organometallic reagent. However, after derivatization to the corresponding Weinreb Amide, reaction with organometallics does give the desired ketones, as the initial adduct is stabilized and doesn't undergo further reactions. A nucleophilic addition to the Weinreb amides results in a unique and stable five-membered cyclic tetrahedral intermediate which protects the over-addition, leading to a selective conversion.

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.

ChemInform Abstract: BROMINATION OF FUNCTIONAL DERIVATIVES OF SOME VINYLACETYLENE HYDROCARBONS AND SILICON HYDROCARBONS

1976 ◽  
Vol 7 (44) ◽  
pp. no-no
Author(s):  
T. R. BORONOEVA ◽  
N. N. BELYAEV ◽  
M. D. STADNICHUK ◽  
A. A. PETROV
Keyword(s):  
Functional Derivatives ◽  
Derivatives Of

Functional derivatives of thiophene

1973 ◽  
Vol 9 (8) ◽  
pp. 951-952 ◽  
Author(s):  
V. I. Shvedov ◽  
V. K. Vasil'eva ◽  
O. B. Romanova ◽  
A. N. Grinev
Keyword(s):  
Functional Derivatives ◽  
Derivatives Of
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