Pentatomic heteroaromatic cations. Part 10. A new route for the reduction of the functional group of carboxylic acids, acid chlorides, anhydrides, esters, nitriles, trihalogenomethyl compounds, aldehydes, and ketones to methyl or methylene groups

1978 ◽  
pp. 1133 ◽  
Author(s):  
Iacopo Degani ◽  
Rita Fochi
Keyword(s):  
Carboxylic Acids ◽  
Functional Group ◽  
Acid Chlorides ◽  
Aldehydes And Ketones ◽  
Methylene Groups

scholarly journals Site-specific Umpolung amidation of carboxylic acids via triplet synergistic catalysis

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yunyun Ning ◽  
Shuaishuai Wang ◽  
Muzi Li ◽  
Jie Han ◽  
Chengjian Zhu ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Functional Group ◽  
Amide Bond ◽  
Coupling Reagents ◽  
Complex Molecules ◽  
Bond Forming ◽  
Synergistic Catalysis ◽  
Wide Range ◽  
Amidation Reaction ◽  
Forming Methods

AbstractDevelopment of catalytic amide bond-forming methods is important because they could potentially address the existing limitations of classical methods using superstoichiometric activating reagents. In this paper, we disclose an Umpolung amidation reaction of carboxylic acids with nitroarenes and nitroalkanes enabled by the triplet synergistic catalysis of FeI2, P(V)/P(III) and photoredox catalysis, which avoids the production of byproducts from stoichiometric coupling reagents. A wide range of carboxylic acids, including aliphatic, aromatic and alkenyl acids participate smoothly in such reactions, generating structurally diverse amides in good yields (86 examples, up to 97% yield). This Umpolung amidation strategy opens a method to address challenging regioselectivity issues between nucleophilic functional groups, and complements the functional group compatibility of the classical amidation protocols. The synthetic robustness of the reaction is demonstrated by late-stage modification of complex molecules and gram-scale applications.

Efficient Transformations of Aldehydes and Ketones into One-Carbon Homologated Carboxylic Acids

Synthesis ◽  
1996 ◽  
Vol 1996 (12) ◽  
pp. 1425-1427 ◽  
Author(s):  
Alan R. Katritzky ◽  
Dorin Toader ◽  
Linghong Xie
Keyword(s):  
Carboxylic Acids ◽  
Aldehydes And Ketones

Ein Beitrag zur Reaktivität des Monohydrazids von P3N3F6 / A Contribution to the Reactivity of the Monohydrazide of P3N3F6

1974 ◽  
Vol 29 (3-4) ◽  
pp. 177-180 ◽  
Author(s):  
Herbert W. Roesky ◽  
Enno Janssen
Keyword(s):  
Molecular Weight ◽  
Mass Spectra ◽  
Carbonic Acid ◽  
Acid Chlorides ◽  
Aldehydes And Ketones

P3N3F5NHNH2 reacts with P3N3F5Br to yield the symmetric hydrazide P3N3F5-NHNHP3N3F5. Compounds of the type P3N3F5NHNHC(O)CX3 and P3N3F5NHN = CX2 are readily prepared from P3N3F5NHNH2 and carbonic acid chlorides and respectively aldehydes and ketones.The reaction product of P3N3F5NHNH2 and CH3CH2CHO gives a dimeric derivate. Its structure was proofed by molecular weight, IR- and mass spectra.

Copper-Catalyzed Decarboxylative N-Arylation of Indole-2-carboxylic Acids

Synthesis ◽  
2019 ◽  
Vol 51 (08) ◽  
pp. 1803-1808 ◽  
Author(s):  
Yan Zhang ◽  
Zhe-Yao Hu ◽  
Xin-Chang Li ◽  
Xun-Xiang Guo
Keyword(s):  
Carboxylic Acids ◽  
Functional Group ◽  
Aryl Halides ◽  
Synthetic Method ◽  
Alternative Route ◽  
Reaction Proceeds ◽  
High Yields

A novel decarboxylative N-arylation of indole-2-carboxylic acids with aryl halides is developed. The reaction proceeds efficiently in the presence of Cu2O as the catalyst to give the corresponding N-aryl indoles in high yields. This synthetic method shows good functional group tolerance and offers an alternative route to construct N-aryl indoles.

Facile Reduction of Carboxylic Acids, Esters, Acid Chlorides, Amides and Nitriles to Alcohols or Amines Using NaBH4/BF3×Et2O.

ChemInform ◽  
2004 ◽  
Vol 35 (34) ◽  
Author(s):  
Su-Dong Cho ◽  
Yong-Dae Park ◽  
Jeum-Jong Kim ◽  
J. R. Falck ◽  
Yong-Jin Yoon
Keyword(s):  
Carboxylic Acids ◽  
Acid Chlorides
Sign in / Sign up

Export Citation Format

Share Document