1447974-80-2

Upstream product

• 55186-75-9 4-trifluoromethyl-α-methylstyrene 
• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 1234835-64-3 1-(3-bromoprop-1-en-2-yl)-4-(trifluoromethyl)benzene 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 869319-00-6 2-(4-(trifluoromethyl)phenyl)prop-2-en-1-ol 

Downstream Products

• 1447974-65-3 5-(chloromethyl)-5-(4-(trifluoromethyl)phenyl)oxazolidin-2-one 
• 1448165-23-8 5-(chloromethyl)-5-(4-(trifluoromethyl)phenyl)oxazolidin-2-one 
• 1447974-56-2 tert-butyl (2-(4-(trifluoromethyl)phenyl)allyl)carbamate 

Relevant academic research and scientific papers

Visible-light-promoted radical alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester: Synthesis of oxazolines

An efficient photocatalytic alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester has been developed. The transformation is taken advantage of alkyl radicals to attack allylic amide with the assist of inexpensive rose bengal as photocatalyst to prepare a series of alkyl substituted oxazolines in moderate to excellent yields. High regioselectivity, operational safety, mild conditions and excellent substrate generality give this protocol broad application prospects.

Solvent-dependent enantiodivergence in the chlorocyclization of unsaturated carbamates

A remarkable solvent-controlled enantiodivergence is seen in the hydroquinidine 1,4-phthalazinediyl diether ((DHQD)2PHAL)-catalyzed chlorocyclization of unsaturated carbamates. Eyring plot analyses of this previously unreported reaction are used to probe and compare the R- and S-selective pathways. In the CHCl3/hexanes solvent system, the pro-R process shows a surprising increase in selectivity with increasing temperature. These studies point to a strongly solvent-dependent entropy-enthalpy balance between the pro-R and pro-S pathways. Two solvents, two enantiomers: Enantiodivergent hydroquinidine 1,4-phthalazinediyl diether ((DHQD) 2PHAL)-catalyzed chlorocyclization of unsaturated carbamates, controlled solely by the choice of solvent, yields oxazolidinones in high enantioselectivity (see scheme; DCDMH=1,3-dichloro-5,5-dimethyl hydantoin). The origin of the observed enantiodivergence is traced back to a solvent-selected entropy-enthalpy balance between pro-R and pro-S pathways that dictates the course of the reaction. Copyright