29372-37-0

Upstream product

• 5830-31-9 N,N-dimethyl-3-phenylpropanamide 
• 726-26-1 phenyl 3-phenylpropanoate 
• 645-45-4 hydrocinnamic acid chloride 
• 104-53-0 3-phenyl-propionaldehyde 
• 40123-57-7 (2,3,4,5,6-pentafluorophenyl) 3-phenylpropanoate 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 131946-57-1 1-phenyl-2-(4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl)-ethanol 
• 501-52-0 3-Phenylpropionic acid 
• 2021-28-5 ethyl dihydrocinnamate 
• 10599-85-6 1-deuterio-3-phenylpropan-1-ol 
• 40228-02-2 5,6-dihydro-2-(2-phenylethyl)-4,4,6-trimethyl-1,3-oxazine 

Downstream Products

• 1391748-88-1 N-(3-phenylpropyl)pentane-1,5-diamine-d2 
• 1391748-89-2 (3-phenylpropyl)-[5-(2,2,2-trifluoroacetylamino)pentyl]carbamic acid tert-butyl ester-d2 
• 1391748-90-5 (5-aminopentyl)-(3-phenylpropyl)carbamic acid tert-butyl ester-d2 
• 1391748-91-6 (3-phenylpropyl)-[5-(3-phenylpropylamino)pentyl]carbamic acid tert-butyl ester-d2 
• 1391748-92-7 {5-[[2-(4-nitrophenyl)allyl]-(3-phenylpropyl)amino]pentyl}-(3-phenylpropyl)carbamic acid tert-butyl ester-d2 
• 1391748-71-2 N-[2-(4-nitrophenyl)allyl]-N,N'-bis-(3-phenylpropyl)pentane-1,5-diamine-d2 
• 1391749-01-1 (3-phenylpropyl)-[8-(3-phenylpropylamino)octyl]carbamic acid tert-butyl ester 
• 1391749-02-2 {8-[[2-(4-nitrophenyl)allyl]-(3-phenylpropyl)amino]octyl}-(3-phenylpropyl)carbamic acid tert-butyl ester 
• 1391748-72-3 N-[2-(4-nitrophenyl)allyl]-N,N'-bis-(3-phenylpropyl)octane-1,8-diamine 
• 1391748-73-4 N-[2-(4-nitrophenyl)allyl]-N,N'-bis-(3-phenylpropyl)octane-1,8-diamine 
• 1391749-03-3 C₁₇H₂₈⁽²⁾H₂N₂ 
• 1391749-04-4 C₂₄H₃₅⁽²⁾H₂F₃N₂O₃ 
• 1391749-05-5 C₂₂H₃₆⁽²⁾H₂N₂O₂ 
• 1391749-06-6 C₃₁H₄₆⁽²⁾H₂N₂O₂ 

Relevant academic research and scientific papers

Radical Carbonyl Umpolung Arylation via Dual Nickel Catalysis

The formation of carbon-carbon bonds lies at the heart of synthetic organic chemistry and is widely applied to construct complex drugs, polymers, and materials. Despite its importance, catalytic carbonyl arylation remains comparatively underdeveloped, due

A trinuclear chromium(iii) chlorocarbyne

Reduction of CCl4 by CrCl2 in THF afforded a trinuclear chromium(iii) carbyne [CrCl(thf)2]3(μ3-CCl)(μ-Cl)3. The chlorocarbyne complex reacted with aldehydes to afford chloroallylic alcohols and terminal alkynes. The mechanistic study proposed two competitive pathways via an α-chlorovinyl intermediate.

Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach

H/D exchange at formyl groups represents the straightforward approach to C-1 deuterated aldehydes. This transformation has been recently realized by transition metal and NHC carbene catalysis. Mechanistically, all of these processes involve an ionic pathway. Herein, we report a distinct photoredox catalytic, visible light mediated neutral radical approach. Selective control of highly reactive acyl radical in the energy barrier surmountable, reversible reaction enables driving the formation of deuterated products when an excess of D2O is employed. The power of the H/D exchange process has been demonstrated for not only aromatic aldehydes but also aliphatic substrates, which have been difficult in transitional metal catalyzed H/D exchange reactions, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%).

Pentafluorophenyl Esters: Highly Chemoselective Ketyl Precursors for the Synthesis of α,α-Dideuterio Alcohols Using SmI2 and D2O as a Deuterium Source

We report the first highly chemoselective synthesis of α,α-dideuterio alcohols with exquisite incorporation of deuterium (>98% [D2]) using pentafluorophenyl esters as ketyl radical precursors, SmI2 as a mild reducing agent, and Dsub

Deoxygenative Deuteration of Carboxylic Acids with D2O

We report a general, practical, and scalable means of preparing deuterated aldehydes from aromatic and aliphatic carboxylic acids with D2O as an inexpensive deuterium source. The use of Ph3P as an O-atom transfer reagent can facilitate the deoxygenation of aromatic acids, while Ph2POEt is a better O-atom transfer reagent for aliphatic acids. The highly precise deoxygenation of complex carboxylic acids makes this protocol promising for late-stage deoxygenative deuteration of natural product derivatives and pharmaceutical compounds.

Method for preparing deuterated aldehyde from carboxylic acid using iridium complex as catalyst under irradiation of blue light

A method for preparing deuterated aldehyde from carboxylic acid using an iridium complex as a catalyst under the irradiation of blue light is as follows: aromatic carboxylic acid (ArCOOH) used as a raw material and triphenylphosphine used as a deoxidizing agent are irradiated by blue light in a solution of dichloromethane and heavy water, in the atmosphere of argon, under the condition of dipotassium phosphate used as alkali and using [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 as a photocatalyst and thiophenol 2,4,6-triisopropylbenzenethiol as an organic small molecule catalyst to obtain a deuterated aromatic aldehyde compound; or aliphatic carboxylic acid (Alk-COOD) used as the raw material and diphenylethoxyphosphine used as a deoxidizing agent are irradiated by blue light in a solution of toluene, inthe atmosphere of argon and under the condition of 2,6-lutidine used as alkali to obtain a deuterated fatty aldehyde compound.

Alkene migration to the end-terminal carbon bearing a phenyl group over a chiral siloxy carbon center in Heck reaction

Abstract The Heck reaction of aryl bromide with a terminal alkene substrate having a chiral center at the allylic position and a phenyl substituent at another terminal carbon is reported. An alkene migration to the phenyl-substituted end carbon is observed, along with the typical Heck reaction. This zipper-type migration occurs through multiple internal carbon bonds, and the stereochemistry of the internal chiral center is completely retained during this process.

Stereospecific asymmetric N-heterocyclic carbene (NHC)-catalyzed redox synthesis of trifluoromethyl dihydropyranones and mechanistic insights

N-Heterocyclic carbene (NHC)-catalyzed redox asymmetric hetero-Diels-Alder reactions of α-aroyloxyaldehydes with β-trifluoromethyl enones generates synthetically useful dihydropyranones containing a stereogenic trifluoromethyl substituent in good yields (up to 81%) and excellent diastereoselectivity and enantioselectivity (up to >95:5 dr and >99% ee). The process is stereospecific, with use of either (E)- or (Z)-β- trifluoromethyl enones forming syn- or anti-dihydropyranone products, respectively. Mechanistic studies through in situ kinetic analysis of the reaction reveal key differences in reactivity between chiral NHC precursor 1 and an achiral NHC precursor.

A small molecule that walks non-directionally along a track without external intervention

Charge of the light brigade: A molecule is able to walk back and forth upon a five-foothold pentaethylenimine track without external intervention. The 1D random walk is highly processive (mean step number 530) and exchange takes place between adjacent amine groups in a stepwise fashion. The walker performs a simple task whilst walking: quenching of the fluorescence of an anthracene group sited at one end of the track. Copyright

Metal-free oxidative amide formation with N-hydroxysuccinimide and hypervalent iodine reagents

An oxidative amide formation using N-hydroxysuccinimide and hypervalent iodine reagents was developed. The method enables a wide range of aldehydes and amines to be coupled under mild reaction conditions providing amide in good to excellent yield. The radical species in the reaction mixture was observed for the first time using ESR measurement, and along with other mechanistic investigations, a plausible mechanism of the reaction was proposed.