Synthesis of Carboxylic Acids from Styrene Derivatives and Fatty Acids through Oxidative C=C Bond Cleavage

Synfacts ◽  
2021 ◽  
Vol 17 (09) ◽  
pp. 1030
Keyword(s):  
Fatty Acids ◽  
Carboxylic Acids ◽  
Bond Cleavage ◽  
Styrene Derivatives

Direct amidation of carboxylic acids with amines under microwave irradiation using silica gel as a solid support

2015 ◽  
Vol 17 (5) ◽  
pp. 3157-3163 ◽  
Author(s):  
Andrea Ojeda-Porras ◽  
Alejandra Hernández-Santana ◽  
Diego Gamba-Sánchez
Keyword(s):  
Fatty Acids ◽  
Microwave Irradiation ◽  
Carboxylic Acids ◽  
Silica Gel ◽  
Solid Support ◽  
Secondary Amines ◽  
Primary And Secondary Amines ◽  
Direct Amidation

A highly improved methodology for the direct amidation of carboxylic acids with amines using silica gel as a solid support and catalyst is described. Several examples using aliphatic, aromatic, unsaturated and fatty acids combined with primary and secondary amines are shown.

ChemInform Abstract: Direct Amidation of Carboxylic Acids with Tertiary Amines: Amide Formation over Copper Catalysts Through C-N Bond Cleavage.

ChemInform ◽  
2015 ◽  
Vol 46 (8) ◽  
pp. no-no
Author(s):  
Biquan Xiong ◽  
Longzhi Zhu ◽  
Xiaofeng Feng ◽  
Jian Lei ◽  
Tieqiao Chen ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Bond Cleavage ◽  
Copper Catalysts ◽  
Tertiary Amines ◽  
Amide Formation ◽  
Direct Amidation

Rhodium(III)-Catalyzed Oxidative Coupling of N-Phenylindole-3-carboxylic Acids with Alkenes and Alkynes via C4–H and C2–H/C2′–H Bond Cleavage

2018 ◽  
Vol 83 (10) ◽  
pp. 5639-5649 ◽  
Author(s):  
Takeshi Okada ◽  
Asumi Sakai ◽  
Tomoaki Hinoue ◽  
Tetsuya Satoh ◽  
Yoshihiro Hayashi ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Oxidative Coupling ◽  
Bond Cleavage

scholarly journals Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials

2020 ◽  
Vol 1 (3) ◽  
pp. 275-289
Author(s):  
Alessa Hinzmann ◽  
Selina Sophie Druhmann ◽  
Harald Gröger
Keyword(s):  
Amino Acids ◽  
Fatty Acids ◽  
Carboxylic Acids ◽  
Unsaturated Fatty Acids ◽  
Raw Materials ◽  
Building Blocks ◽  
Product Formation ◽  
Bifunctional Molecules ◽  
Biorenewable Resources ◽  
Aldoxime Dehydratase

Currently, investigations of polymer-building blocks made from biorenewable feedstocks such as, for example, fatty acids, are of high interest for the chemical industry. An alternative synthesis of nitrile-substituted aliphatic carboxylic acids as precursors for ω-amino acids, which are useful to produce polymers, was investigated starting from biorenewable fatty acids. By hydroformylation of unsaturated fatty acids or unsaturated acids being accessible from unsaturated fatty acids by cross-metathesis reactions, aldehydes are formed. In this work, the hydroformylation of such unsaturated acids led to the formation of the corresponding aldehydes, which were afterwards converted with hydroxylamine to aldoximes. Subsequent dehydration by an aldoxime dehydratase as a biocatalyst or by CuII acetate led to the desired nitriles. Within this work, C7-, C9- and C11-carboxylic acids with a terminal nitrile functionality as well as a branched nitrile-functionalized stearate derivative were synthesized by means of this approach. As these nitriles serve as precursors for amino acids being suitable for polymerization, this work represents an alternative synthetic access to polyamide precursors, which starts directly from unsaturated fatty acids as biorenewable resources and avoids harsh reaction conditions as well as and by-product formation.

Sign in / Sign up

Export Citation Format

Share Document