96313-85-8

Upstream product

• 455-14-1 4-trifluoromethylphenylamine 
• 72678-19-4 2,6-dibromo-4-trifluoromethylaniline 
• 98274-05-6 2,3,6-trichloro-4-methyl-aniline 

Relevant academic research and scientific papers

Enantioselective N-heterocyclic carbene-catalysed intermolecular crossed benzoin condensations: Improved catalyst design and the role of in situ racemisation

The enantioselective intermolecular crossed-benzoin condensation mediated by novel chiral N-heterocyclic carbenes derived from pyroglutamic acid has been investigated. A small library of chiral triazolium ions were synthesised. Each possessed a tertiary alcohol H-bond donor and a variable N-aryl substituent. It was found that increasing both the steric requirement and the electron-withdrawing characteristics of the N-aryl ring led to more chemoselective, efficient and enantioselective chemistry, however both quenching the reaction at different times and deuterium incorporation experiments involving the product revealed that this is complicated by product racemisation in situ (except in the case of benzoin itself), which explains the dependence of enantioselectivity on the electrophilicity of the reacting aldehydes common in the literature. Subsequent protocol optimisation, where one reacting partner was an o-substituted benzaldehyde, allowed a range of crossed-benzoins to be synthesised in moderate-good yields with moderate to excellent enantioselectivity.

N-Phenylpyrazole derivatives

N-Phenylpyrazole derivatives of the formula: STR1 (wherein each of R5 and R6 represents a C1 -C4 alkyl or alkoxy radical, a trifluoromethyl, trifluoromethoxy, nitro, cyano or primary amino radical, or a fluorine, chlorine or bromine atom, each of R7, R8 and R9 represents a hydrogen atom, a C1 -C4 alkyl or alkoxy radical, a trifluoromethyl, trifluoromethoxy, nitro, cyano or primary amino radical or a fluorine, chlorine or bromine atom, or R5, R7, R8 and R9 each represents a hydrogen atom and R6 represents a trifluoromethoxy or trifluoromethyl radical, and R10 represents a cyano radical or substituted carbamoyl radical --CONHR11, wherein R11 represents a methyl or ethyl radical) have been found to possess useful herbicidal properties. All such N-phenylpyrazole derivatives with the exception of 5-amino-4-cyano-1-(2,4-dichlorophenyl)pyrazole and 5-amino-4-cyano-1-(4-chloro-2-methylphenyl)pyrazole are new compounds. Herbicidal compositions containing such N-phenylpyrazole derivatives are described and also processes for the preparation of the new compounds.

5-Acylamino-4-cyano-1-phenylpyrazole derivatives and use as herbicides

New acylamino-N-phenylpyrazole derivatives of the formula: STR1 [wherein R1 represents R8 C(=O)--(wherein R8 represents H, C1-7 alkyl or C1-4 alkoxy optionally substituted by C1-4 alkoxy, C2-5 alkoxycarbonyl or halogen, C3-4 alkenyloxy, C3-6 cycloalkyl optionally substituted by CH3 or C2 H5, or phenoxy, R2 represents H or R8 C(=O)--, or R1 and R2 together represent --CO--(CRa Rb)m --CO--, R3 represents F, Cl, Br, C1-4 alkyl optionally substituted by halogen, or C2-4 alkenyl, R4 represents F, Cl, Br, NO2, CH3 or C2 H5 and R5, R6 and R7 represent H, F, Cl, Br, NO2, CH3 or C2 H5, or R4 and R5 each represent Cl and R3, R6 and R7 each represent H, Ra and Rb represent H or C1-4 alkyl, and m is 2 or 3] possess useful herbicidal properties.