22508-50-5

Upstream product

• 110-91-8 morpholine 
• 103199-95-7 1-adamantanecarbothioic S-acid 
• 201230-82-2 carbon monoxide 
• 768-93-4 1-iodoadamantane 
• 281-23-2 adamantane 
• 2094-72-6 1-Adamantanecarbonyl chloride 

Relevant academic research and scientific papers

Tandem Photoredox Catalysis: Enabling Carbonylative Amidation of Aryl and Alkylhalides

We report a new visible-light-mediated carbonylative amidation of aryl, heteroaryl, and alkyl halides. A tandem catalytic cycle of [Ir(ppy)2(dtb-bpy)]+ generates a potent iridium photoreductant through a second catalytic cycle in the presence of DIPEA, which productively engages aryl bromides, iodides, and even chlorides as well as primary, secondary, and tertiary alkyl iodides. The versatile in situ generated catalyst is compatible with aliphatic and aromatic amines, shows high functional-group tolerance, and enables the late-stage amidation of complex natural products.

COSMETIC COMPOSITIONS WITH TRICYCLODECANE AMIDES

The invention is directed to a cosmetic composition and the precursor thereof. The composition has solid agent and liquid agent, both of which are cosmetic benefit ingredients. The solubility of solid agents in liquid agents in the inventive compositions is enhanced in the presence of a tricyclodecane amide.

PHOTOPROTECTIVE COMPOSITIONS WITH TRICYCLODECANE AMIDES

A personal care photoprotective composition is provided having a UV-A and UV-B sunscreen in conjunction with a tricyclodecane amide. The tricyclodecane amide functions to boost UV-A, UV-B and SPF performance when the personal care composition is applied to skin or hair of the human body.

PROLONGED DELIVERY OF CERTAIN FRAGRANCE COMPONENTS FROM PERSONAL CARE COMPOSITIONS

A personal care composition is provided having a highly volatile fragrance which incorporates alpha pinene, beta pinene, hexyl acetate, limonene, (+) –citronellal, dihydromyrcenol, alpha citronellol, beta citronellol, genaniol, lilial or combinations thereof in conjunction with tricyclodecane amide. The tricyclodecane amide functions to prevent fast volatilization of the highly volatile fragrance components when the personal care composition is applied to skin or hair of the human body.

Thio FCMA intermediates as strong acyl donors: A general solution to the formation of complex amide bonds

(Chemical Equation Presented) Novel methodology for the formation of amide bonds under neutral conditions is described. Evidence is presented that the active acyl donors are thio FCMA intermediates, generated from the reactions of thioacids with isonitril

The first one-pot amidation of alkanes and cycloalkanes

Alkanes (or cycloalkanes) and CO in the presence of superelectrophilic systems CX4·2AlBr3 (X = Cl, Br) have been applied for the first time as equivalents of acylium salts in one-pot selective syntheses of amides from amines.

Alkanes and cycloalkanes in the one-pot synthesis of amides

Alkanes (or cycloalkanes) and CO in the presence of the superelectrophilic systems CX4·2AlBr3 (X = Cl, Br) have been used for the first time in the selective synthesis of amides from amines.

Heterocyclic Deformations from Molecular Enlargement

The ease of distortion of saturated nitrogen heterocycles has been examined by progressively increasing the bulk of the substituent at nitrogen.The heterocycles included the pharmacophoric piperidine and morpholine six-membered rings, as well as the five-membered oxazolidine ring.Response to increased bulk of substitution was intended to be a crude model for distortions within the drug-receptor complex.Substitution at nitrogen included methyl, (1-adamantyl)methyl, and 6-substituted β-cyclodextrin within a tetrahedral series, and acetyl and (1-adamantyl)carbonyl within a trigonal series.With methyl and acetyl serving as standards for the undistorted rings, we have found that the NCH2CH2X dihedral angle within all three heterocycles is decreased anly by about 1 deg on introduction of adamantyl groups.In agreement with this flattening distortion, the barrier to ring reversal of the piperidine is decreased by 1.4 kcal/mol on replacement of N-methyl by N-adamantylmethyl.The β-cyclodextrin ring imposes a much more severe distortion, as this same dihedral angle in the piperidine and morpholine rings decreases 5-6 deg.The barrier to rotation about the amide bond decreases 5-6 kcal/mol in all three heterocycles on going from acetyl to adamantylcarbonyl.These studies show that the response of these heterocycles to incresed steric bulk of N substitution is a flatter and hence more flexible ring.