857489-17-9

Upstream product

• 93-89-0 benzoic acid ethyl ester 
• 676-58-4 methylmagnesium chloride 
• 100-47-0 benzonitrile 
• 93-97-0 benzoic acid anhydride 
• 98-86-2 acetophenone 
• 32366-25-9 1-azidoethylbenzene 
• 585-71-7 (1-bromoethyl)benzne 
• 13280-20-1 1-phenylethanimine 
• 75-16-1 methylmagnesium bromide 
• 98-88-4 benzoyl chloride 

Downstream Products

• 714959-64-5 (1S)-[3-oxo-3-phenyl-1-(2,2,2-trichloroethoxycarbonylamino)propyl]phosphonic acid diethyl ester 
• 1007562-89-1 3-(4-chlorophenyl)-3-(1H-indol-3-yl)-1-phenylpropan-1-one 
• 1260909-30-5 3-(4-bromophenyl)-3-(1H-indol-3-yl)-1-phenylpropan-1-one 
• 114971-34-5 E-N-(2-chloro-1-phenylethenyl)benzamide 
• 114971-33-4 Z-N-(2-chloro-1-phenylethenyl)benzamide 

Relevant academic research and scientific papers

Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.

Direct Enamido C(sp2)?H Diphosphorylation Enabled by a PCET-Triggered Double Radical Relay: Access to gem-Bisphosphonates

Herein we report a novel and straightforward protocol for the construction of valuable gem-BPs by means of proton-coupled electron-transfer (PCET)-triggered enamido C(sp2)?H diphosphorylation. This reaction represents a rare example of realizing the challenging double C?P bond formation at a single carbon atom, thus providing facile access to a broad variety of structurally diverse bisphosphonates from simple enamides under silver-mediated conditions. Initial mechanistic studies demonstrated that the diphosphorylation involves two rounds of PCET-initiated radical relay process.

Transition-Metal-Free β-C-H Bond Carbonylation of Enamides or Amides with a Trifluoromethyl Group as CO Surrogate for the Synthesis of 1,3-Oxazin-6-ones

A cascade β-C-H bond trifluoromethylation/C(sp3)-F bond activation/hydrolysis reaction of enamides with Togni's reagent has been disclosed. This formal C-H bond carbonylation reaction utilizes the CF3 group as a CO surrogate to provi

Transition metal complex, chiral alpha-amino tertiary borate and preparing methods thereof

The invention discloses a transition metal complex, chiral alpha-amino tertiary borate and preparing methods thereof. The chiral alpha-amino tertiary borate preparing method comprises the step of mixing a compound II, a metal ligand complex and bis(pinaco

CATALYTIC PREPARATION OF ENAMIDES FROM ALKYL AZIDES AND ACYL DONORS

The present invention relates to a method to synthesize an enamide compound by generating imine which does not have a substituent group bonded to the nitrogen from an organic azide compound and conducting a reaction of the same with acyl doner. By using t

Synthesis of chiral α-amino tertiary boronic esters by enantioselective hydroboration of α-arylenamides

The rhodium-catalyzed asymmetric hydroboration of α-arylenamides with BI-DIME as the chiral ligand and (Bpin)2 as the reagent yields for the first time a series of α-amino tertiary boronic esters in good yields and excellent enantioselectivities (up to 99% ee).

Synthesis of 2,3-Dihydro-1H-azepine and 1H-Azepin-2(3H)-one Derivatives from Intramolecular Condensation between Stable Tertiary Enamides and Aldehydes

A new strategy to construct 2,3-dihydro-1H-azepine and 1H-azepin-2(3H)-one heterocyclic rings is reported based on emerging tertiary enamide synthons. Under very mild conditions employing BBr3 as a Lewis acid catalyst and P2O5 as an additive, tertiary enamides that contain a formyl group underwent highly efficient and scalable intramolecular cyclic condensation to afford diverse 2,3-dihydro-1H-azepine and 1H-azepin-2(3H)-one derivatives in 71-96% yields. The reaction proceeded most probably through a nucleophilic addition of enamides to aldehyde, deprotonation, and dehydration cascade. Application of the method in the synthesis of dihydro-azepino[2,1-a]isoindol-5-ones, the core structure of naturally occurring lennoxamine, was also demonstrated.

Synthesis of diverse di- to penta-substituted 1,2-dihydropyridine derivatives from gold(I)-catalyzed intramolecular addition of tertiary enamides to alkynes

As 3-aza-1,5-enynes, internal and terminal alkyne-bearing tertiary enamides underwent an efficient Au(I)-catalyzed 6-endo-dig cyclization reaction to afford a variety of di- to penta-substituted 1,2-dihydropyridine derivatives in high yields. The cyclizat

Exploiting the Nucleophilicity of N-H Imines: Synthesis of Enamides from Alkyl Azides and Acid Anhydrides

The nucleophilicity of N-unsubstituted imines, which were generated from alkyl azides by a ruthenium-catalyzed reaction, was investigated in the reaction with acid anhydrides. The initial products were N-acylimines, which isomerized to the corresponding e

High turnover frequency observed in catalytic enantioselective additions of enecarbamates and enamides to iminophosphonates

In addition reactions of enecarbamates and enamides, extremely high turnover frequency of the catalyst was observed in comparison with that of silicon enolate addition reactions. This is presumably due to fast transfer of the proton that locates on the nu