135286-06-5

Upstream product

• 96-09-3 styrene oxide 
• 104-94-9 4-methoxy-aniline 
• 1074-12-0 phenylglyoxal hydrate 
• 93-56-1 phenylethane 1,2-diol 
• 611-73-4 Benzoylformic acid 
• 39164-99-3 N-(4-methoxyphenyl)-2-oxo-2-phenylacetamide 
• 5883-82-9 2-((4-methoxyphenyl)amino)-1-phenylethanone 
• 22094-69-5 N-(4-methoxyphenyl)glycine 
• 100-52-7 benzaldehyde 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 
• 113628-33-4 2-(4-methoxyphenylimino)-1-phenylethanone 

Relevant academic research and scientific papers

Cellulose sulfate: An efficient heterogeneous catalyst for the ring-opening of epoxides with alcohols and anilines

Cellulose sulfate was synthesized by esterification of α-cellulose with concentrated sulfuric acid at ?10°C in ethanol. Cellulose is mainly sulfated on 3-, 6- and 3, 6-positions of the cellulose. It acts as a heterogeneous catalyst for the ring-opening of epoxides with alcohols or anilines and the Friedel-Crafts reaction between N-benzylindole and crotonaldehyde at room temperature. Methanolysis of cyclic epoxides, styrene oxide, terminal aliphatic epoxides, and glycidyl ethers were carried out using the catalyst (0.4–6.8 mg/mmol of epoxide) and afforded the corresponding products in 53–97% isolated yields after 10 min–24 h. Cellulose sulfate was successfully recycled and reused up to 3 catalytic cycles for the ring-opening of styrene oxide with methanol.

Synthesis of 1,2-amino alcohols by decarboxylative coupling of amino acid derived α-amino radicals to carbonyl compounds: Via visible-light photocatalyst in water

A general and efficient visible-light photoredox-catalysed decarboxylative radical coupling reaction of N-aryl amino acids with aldehydes or ketones for the synthesis of various 1,2-amino alcohols by using water as the solvent at room temperature is described. This protocol is characterised by broad substrate scopes, mild reaction conditions and amenability to gram-scale synthesis, which opens up a simple, mild but effective method to produce 1,2-amino alcohols from readily available starting materials.

Magnetic g-C3N4 nanocomposite-catalyzed environmentally benign aminolysis of epoxide

A magnetic graphitic carbon nitride (g-C3N4) nanocomposite was prepared and used as a novel magnetically retrievable nanocatalyst for efficient ring opening of epoxides with aromatic amines. A variety of aryl and alkyl epoxides were

Post-synthesis of Zr-MOR as a robust solid acid catalyst for the ring-opening aminolysis of epoxides

Zirconosilicate with the MOR topology (Zr-MOR) was successfully prepared using a two-step post-synthesis strategy from pre-dealumination of a H-MOR zeolite and subsequent dry impregnation of Cp2ZrCl2. The incorporated Zr species main

Acid-Assisted Ru-Catalyzed Enantioselective Amination of 1,2-Diols through Borrowing Hydrogen

Here, we present a highly enantioselective synthesis of 1,2-amino alcohols from readily available racemic 1,2-diols through a borrowing hydrogen process. An intriguing acid effect was discovered for this Ru-catalyzed amination reaction, which led to a sig

Greener aminolysis of epoxides on BiCl3/SiO2

The remarkable catalytic activity of BiCl3/SiO2 for the ring-opening of epoxides with aromatic and aliphatic amines under microwave and thermal heating was observed. This eco-friendly heterogeneous catalyst displayed high to excellent regioselectivity in the synthesis of β-amino alcohols under solvent-free conditions. High turnover frequency (TOF) values under microwave heating and excellent reusability of the catalyst may significantly contribute to applied chemistry.

Enantioselective Synthesis of α-Hydroxy Amides and β-Amino Alcohols from α-Keto Amides

Synthesis of enantiomerically enriched α-hydroxy amides and β-amino alcohols has been accomplished by enantioselective reduction of α-keto amides with hydrosilanes. A series of α-keto amides were reduced in the presence of chiral CuII/(S)-DTBM-SEGPHOS catalyst to give the corresponding optically active α-hydroxy amides with excellent enantioselectivities by using (EtO)3SiH as a reducing agent. Furthermore, a one-pot complete reduction of both ketone and amide groups of α-keto amides has been achieved using the same chiral copper catalyst followed by tetra-n-butylammonium fluoride (TBAF) catalyst in presence of (EtO)3SiH to afford the corresponding chiral β-amino alcohol derivatives.

Chemoselective reduction of α-keto amides using nickel catalysts

Ni-catalysts are used for the first time to synthesize highly important α-hydroxy amides and β-amino alcohols from α-keto amides by chemoselective and complete reduction using hydrosilanes. Chemoselective complete reduction of α-keto amides in the presenc

Aminolysis of epoxides catalyzed by three-dimensional, mesoporous titanosilicates, Ti-SBA-12 and Ti-SBA-16

The application of three-dimensional, mesoporous titanosilicates (Ti-SBA-12 and Ti-SBA-16) as reusable, solid catalysts for the synthesis of a range of β-amino alcohols in high yields and selectivity through ring-opening of epoxides with amines at ambient

Zinc tetrafluoroborate hydrate as a mild catalyst for epoxide ring opening with amines: Scope and limitations of metal tetrafluoroborates and applications in the synthesis of antihypertensive drugs (RS)/(R)/(S)-metoprolols

The scope and limitations of metal tetrafluoroborates have been studied for epoxide ring-opening reaction with amines, and Zn(BF4) 2?xH2O has been found to be a mild and efficient catalyst affording high yields under solvent-free conditions at rt with excellent chemo-, regio-, and stereoselectivities. The catalytic efficiency followed the order Zn(BF4)2?xH2O ? Cu(BF4)2?xH2O > Co(BF4) 2?6H2O ? Fe(BF4)2? 6H2O > LiBF4 for reactions with cyclohexene oxide and Zn(BF4)2?xH2O ? Co(BF4) 2?6H2O ? Fe(BF4)2? 6H2O > Cu(BF4)2?xH2O for stilbene oxide, but AgBF4 was ineffective. For reaction of styrene oxide with aniline, the metal tetrafluoroborates exhibited comparable regioselectivity (1:99-7:93) with preferential reaction at the benzylic carbon of the epoxide ring. A reversal of regioselectivity (91:1-69:31) in favor of the reaction at the terminal carbon of the epoxide ring was observed for reaction with morpholine. The regioselectivity was dependent on the electronic and steric factors of the epoxide and the pKa of the amine and independent of amine nucleophilicity. The role of the metal tetrafluoroborates is envisaged as "electrophile nucleophile dual activation" through cooperativity of coordination, charge-charge interaction, and hydrogen-bond formation that rationalizes the catalytic efficiency, substrate reactivity, and regioselectivity. The methodology was used for synthesis of cardiovascular drug metoprolol as racemic and enriched enantiomeric forms.