37612-74-1

Upstream product

• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 102-92-1 Cinnamoyl chloride 
• 621-82-9 Cinnamic acid 
• 104-55-2 3-phenyl-propenal 
• 100-52-7 benzaldehyde 
• 140-10-3 (E)-3-phenylacrylic acid 

Downstream Products

• 22573-54-2 (R)-3-phenyl-4-methylpentanoic acid 
• 22573-51-9 (S)-(-)-3-phenyl-4-methylpentanoic acid 
• 16460-78-9 (S)-3-phenylvaleric acid 
• 5669-17-0 (R) 3-phenylvaleric acid 
• 68036-69-1 (E)-2-methyl-4-phenyl-1,3-butadiene 
• 4593-90-2 3-phenylbutyric acid 

Relevant academic research and scientific papers

Nitroxide-Catalyzed Oxidative Amidation of Aldehydes to Yield N-Acyl Azoles Using Sodium Persulfate

A methodology for the oxidative amidation of aldehydes to yield N-acyl azoles is reported. The approach employs sodium persulfate and a catalytic amount of a nitroxide and is applicable to a range of structurally diverse substrates.

Cu(i)-Catalyzed asymmetric: Exo -selective synthesis of substituted pyrrolidines via a 1,3-dipolar cycloaddition reaction

An (R)-DM-BINAP/Cu(CH3CN)4BF4 complex catalyzed exo-selective asymmetric 1,3-dipolar cycloaddition (1,3-DCA) reaction of imino esters with α,β-unsaturated pyrazoleamides has been developed. A series of highly functionalized pyrrolidines with multiple stereogenic centers were obtained with good yields and diastereoselectivities and excellent enantioselectivities (up to 99% ee).

Enantioselective Synthesis of N?H-Free 1,5-Benzothiazepines

An enantioselective sulfa-Michael-cyclization reaction was developed for the synthesis of 1,5-benzothiazepines with versatile pharmacological activities. The reaction between 2-aminothiophenol and α,β-unsaturated pyrazoleamides gave direct access to N?H-free 1,5-benzothiazepines in the presence of a chiral N,N′-dioxide/Yb(OTf)3complex. Excellent enantioselectivities (up to 96 % ee) and high yields (up to 99 %) were obtained for a broad range of substrates under mild reaction conditions. This method provided a facile approach to the antidepressant drug (R)-(?)-Thiazesim.

Organocatalysis in conjugate amine additions. Synthesis of β-amino acid derivatives

Conjugate addition of O-protected hydroxylamines to pyrazole-derived enoates proceeds with high efficiency and enantioselectivity when chiral thioureas are used as activators. A wide variety of substrates undergo conjugate amine addition providing access to enantioenriched β-amino acid derivatives. Structural requirements for the optimal thiourea catalyst have been established, and the results suggest that it operates as a bifunctional catalyst. Copyright

Asymmetric diels alder reaction using pyrazole derivatives as a chiral catalyst

N-Acylpyrazoles (1) were promising as good dienophiles, which were easily converted into the desired carboxylic derivatives. Bis(pyrazolyl)methanes, which were derived from chiral pyrazoles, showed the activity of chiral catalyst. Particularly 10 mol% of bis(isomenthopyrazol-1,1′-yl)methane (8a) catalyzed enantioselectively the Diels Alder reaction up to 40 % ee by the formation of complex with Mg(ClO4)2.

The preparation of N-acetylpyrazoles and their behavior toward alcohols

According to four different methods, various types of n-acylpyrazoles were prepared from the corresponding pyrazoles and carboxylic acids or their acid chlorides. Although A-acylpyrazoles were inert to alcohols under neutral or weakly basic conditions, th