60734-12-5

Upstream product

• 101-97-3 Ethyl 2-phenylethanoate 
• 109-94-4 formic acid ethyl ester 
• 623-73-4 diazoacetic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 896728-58-8 ethyl 2-diazo-3-(dimethyl(tert-butyl)siloxy)-3-phenylpropanoate 
• 27262-59-5 ethyl 2-diazo-3-hydroxy-3-phenylpropanoate 
• 59840-31-2 ethyl 2-diazo-3-(trimethylsiloxy)-3-phenylpropanoate 
• 896728-57-7 ethyl 2-diazo-3-(dimethylphenylsiloxy)-3-phenylpropanoate 
• 896728-59-9 ethyl 2-diazo-3-triethylsiloxy-3-phenylpropanoate 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 52008-79-4 Ethyl-2-formyl-2-phenyl-5-oxocaproat 
• 17147-69-2 4-phenylisoxazol-5(2H)-one 
• 52008-84-1 ethyl 1-phenyl-4-oxocyclohex-2-enecarboxylate 
• 153391-51-6 4-chloro-2,5-diphenylpyrimidine 
• 29134-22-3 2,5-diphenylpyrimidin-4(3H)-one 
• 15761-83-8 5-phenyluracil 
• 1418119-65-9 ethyl (E)-2-(ethylimino)-2-phenylacetate 
• 1418119-55-7 ethyl 2-(N-ethyl-N-propylamino)-2-phenylacetate 
• 6797-70-2 ethyl 2-(diethylamino)-2-phenylacetate 
• 1418119-56-8 ethyl 2-(N-ethyl-N-isopropylamino)-2-phenylacetate 
• 1418119-57-9 ethyl 2-(N-cyclohexyl-N-ethylamino)-2-phenylacetate 

Relevant academic research and scientific papers

Catalyst- And Substituent-Controlled Regio- And Stereoselective Synthesis of Indolyl Acrylates by Lewis-Acid-Catalyzed Direct Functionalization of 3-Formylindoles with Diazo Esters

A facile and efficient In(OTf)3- and BF3·OEt2-catalyzed direct transformation of 3-formylindoles with diazo esters has been developed for synthesizing diverse and functionalized indolyl acrylates. This one-pot protocol furnishes various (Z)-α-hydroxy-β-indolyl acrylates, (E)-β-(2-alkoxy-2-oxoethoxy)-α-indolyl acrylates, and (Z)-3-hydroxy-2-indolyl acrylates by a catalyst- and substituent-controlled, regio- and stereoselective cascade reaction. The protocol has several advantages, including low loading of the catalyst, mild reaction conditions, broad scope, and high functional group tolerance. The synthesized compounds can be further converted into diversely functionalized materials.

Palladium(0)-catalyzed rearrangement of allyl enol ethers to form chiral quaternary carbon centers via asymmetric allylic alkylation

Herein we report the first palladium(0)-catalyzed asymmetric allylic alkylation (AAA) of allyl enol ether via π-allylpalladium intermediate using Trost chiral diphosphine. This unprecedented reaction produced very rare α-aryl quaternary aldehydes with multi-functional groups. The main novelty in the chemistry demonstrates that enol ethers can be used as precursors for π-allylpalladium intermediates, an observation that is certainly rare and to the best of our knowledge, perhaps without prior precedent. Chiral ligand (R,R)-L3 was found to be optimal in this Pd-AAA reaction and provided good to excellent yield (80–95%) and enantioselectivity (70–90%) with a range of analogs.

Synthesis of vinyl and electron-deficient aryl trifluoromethyl sulfides via Csp2?OH bond activation with AgSCF3 and n-Bu4NI/KI

Direct dehydroxytrifluoromethylthiolation of enols and electron-deficient phenols with AgSCF3 in the presence of n-Bu4NI and KI is reported, affording a series of vinyl and aryl trifluoromethyl sulfides in moderate to excellent yields. This work represents a rare example of direct functionalization of Csp2?OH bonds.

Br?nsted acid mediated cyclizations of ortho-aryl(ethynyl)pyrimidines

A high-yielding procedure for the synthesis of 5-aryl-4-(arylethynyl)pyrimidines from easily available 2-aryl-3-hydroxyacrylates is reported. These pyrimidines readily undergo cyclization in strong Br?nsted acids and, depending on the substitution in alky

BTK INHIBITOR

Provided are a series of BTK inhibitors, and specifically disclosed are a compound, pharmaceutically acceptable salt thereof, tautomer thereof or prodrug thereof represented by formula (I), (II), (III) or (IV).

BOROX catalysis: Self-assembled AMINO-BOROX and IMINO-BOROX chiral Bronsted acids in a five component catalyst assembly/ catalytic asymmetric aziridination

A five-component catalyst assembly/aziridination reaction is described starting from an aldehyde, an amine, ethyl diazoacetate, B(OPh)3, and a molecule of a vaulted biaryl ligand (VAPOL or VANOL). A remarkable level of chemoselectivity was observed since, while 10 different products could have resulted from various reactions between the five components, an aziridine was formed in 85% yield and 98% ee and only two other products could be detected in 3% yield. Studies reveal that the first in a sequence of three reactions is an exceedingly rapid amine-induced assembly of an AMINOBOROX chiral Bronsted acid species from VAPOL and B(OPh)3, which is followed by imine formation from the amine and aldehyde and the concomitant formation of an IMINO-BOROX chiral Bronsted acid and finally the reaction of the imine with ethyl diazoacetate mediated by the IMINO-BOROX catalyst to give aziridine-2-carboxylic esters with very high diastereo- and enantioselectivity.

Gold(i) "click" 1,2,3-triazolylidenes: Synthesis, self-assembly and catalysis

Novel gold(i) "click" carbene(1,2,3-triazolylidene) complexes have been synthesised, characterised and exploited for the self-assembly of a metallomacrocycle and as precatalysts for gold(i)-catalysed reactions.

Synthesis of compounds containing a-aryl quaternary carbon centers

Acrylates 3 were synthesized following a known procedure using a Br?nsted acid catalyst, and were converted into the O-allylated products 4 in high yields. The O-allylated products 4 undergo a Claisen rearrangement in refluxing DMF for 6-24 hours, affording compounds 5 with a-aryl quaternary carbon centers in high yields.

Unusual anion effects in the iron-catalyzed formation of 3-hydroxyacrylates from aromatic aldehydes and ethyl diazoacetate

Due to the lability of one of the CO ligands in irans-[Fe(PNP)(CO) 2Cl]+ this compound is an efficient catalyst for the coupling of a series of aromatic aldehydes with ethyl diazoacetate (EDA), which give, in most cases, selectively 3-hydroxyacrylates rather than β-oxo esters. This reaction is strongly dependent on the nature of the counterion, Whereas with BF4- the reaction proceeds with conversions up to 90%, in the case of the counterions NO3-, CF 3COO-, CF3SO3-, SbF 6-, and BAr'4- [Ar' = 3,5-(CF 3)2C6H3] no reaction took place. In the case of PF6- only up to 20% conversion was achieved. A conceivable mechanism for the coupling of aromatic aldehydes with EDA was established by means of DFT/B3LYP calculations, which allowed the rationalization of both the chemoselectivity and the role of the counterions.

Highly active gold-based catalyst for the reaction of benzaldehyde with ethyl diazoacetate

The gold complex [IPrAu(NCMe)]BF4 catalyzes the reaction of ethyl diazoacetate with benzaldehyde to give mixtures of ethyl 3-oxo-3-phenylpropanoate and ethyl 3-hydroxy-2-phenylacrylate in the first example of a group 11 metal-based catalyst for