10385-08-7

Upstream product

• 111-14-8 oenanthic acid 
• 109-89-7 diethylamine 
• 106-30-9 ethyl heptanoate 
• 109-72-8 n-butyllithium 
• 2675-94-7 N,N-diethylacrylamide 
• 111-71-7 heptanal 
• 334-19-0 heptanoic acid fluoride 
• 693-02-7 hex-1-yne 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 95503-11-0 N,N-Diethyl-2-heptinsaeureamid 

Downstream Products

• 2470-68-0 diheptylamine 
• 66793-76-8 ethyl(heptyl)amine 
• 26981-81-7 N,N-diethylheptylamine 

Relevant academic research and scientific papers

Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP)

This work describes the application of pentafluoropyridine (PFP), a cheap commercially available reagent, in the deoxyfluorination of carboxylic acids to acyl fluorides. The acyl fluorides can be formed from a range of acids under mild conditions. We also demonstrate that PFP can be utilized in a one-pot amide bond formation via in situ generation of acyl fluorides. This one-pot deoxyfluorination amide bond-forming reaction gives ready access to amides in yields of ≤94%.

Chemoselective conversion of α-unbranched aldehydes to amides, esters, and carboxylic acids by NHC-catalysis

Depending on the N-heterocyclic carbene catalyst utilized, α-unbranched aldehydes selectively provided amides, esters, or carboxylic acids through oxidation by NCS. The α-unbranched aldehyde underwent these reactions chemoselectively in the presence of an aromatic or α-branched aldehyde.

[Bis(2-methoxyethyl)amino]sulfur Trifluoride, the Deoxo-Fluor Reagent: Application toward One-Flask Transformations of Carboxylic Acids to Amides

The use of the Deoxo-Fluor reagent is a versatile method for acyl fluoride generation and subsequent one-flask amide coupling. It provides mild conditions and facile purification of the desired products in good to excellent yields. We have explored the utility of this reagent for the one-flask conversion of acids to amides and Weinreb amides and as a peptide-coupling reagent.

Reactions of some alkynyl halides with samarium(II) iodide

Certain alkynyl halides (6-halo-1-ynes) react with samarium(II) iodide (SmI2) to give cyclized products (methylenecyclopentanes) in good yield. We have found some interesting evidence for the presence of radical and unstable organosamarium intermediates in these reductive cyclizations. Methyl 7-halohept-2-ynoates are not, however, good substrates for this cyclization methodology.