235418-62-9

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 110-83-8 cyclohexene 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 872-05-9 1-Decene 
• 64-17-5 ethanol 
• 300-57-2 allylbenzene 

Downstream Products

• 235418-60-7 N-<4-phenyl-1-(trifluoromethyl)-3-butenyl>tosylamide 
• 235418-59-4 N-<1-(trifluoromethyl)-3-undecenyl>tosylamide 

Relevant academic research and scientific papers

Diastereoselective synthesis of trans-trifluoromethyl-β-lactams and α-alkyl-β-trifluoromethyl-β-amino esters

The diastereoselective synthesis of β-lactams was examined from N-tosyl-1-chloro-2,2,2-trifluoroethylamine 3 and various nonactivated aliphatic acid chlorides in the presence of a Br?nsted base. The mild reaction conditions allowed to get trifluoromethyl-

Synthesis of organofluorine compounds using ene type reaction of N-(p-toluenesulfonyl)trifluoroacetaldehyde imine

N-Tosyltrifluoroacetaldehyde imine (4) reacted as an enophile, but it is very sensitive to moisture and the yields of ene products were low. N-(2,2,2-Trifluoro-1-ethoxyethyl)tosylamide (11), obtained by the reaction of trifluoroacetaldehyde ethyl hemiacetal (1) with tosylamide (3) in the presence of TiCl4 followed by addition of ethanol, was found to react as a good substitute for 4 to give the same products from the ene reaction of 4 in much better yields.

Synthesis of organofluorine compounds using the ene reaction of N-(p- toluenesulfonyl)trifluoroacetaldehyde imine

N-Tosyltrifluoroacetaldehyde imine (4) reacted with terminal olefins by only heating together to give the ene reaction products. This means the imine is much more reactive than trifluoroacetaldehyde (2) itself as an enophile. However, 4 was very sensitive to moisture and the yields were low even if it was used without isolation. Further, it did not react with non-terminal olefins. In the course on study of the mechanism of this reaction, we found that N-(2,2,2-trifluoro-1-ethoxyethyl)tosylamide (12), obtained by the reaction of trifluoroacetaldehyde ethyl hemiacetal (1) with tosylamide (3) in the presence of titanium(IV) chloride followed by addition of ethanol, reacted in the presence of sodium hydride and titanium(IV) chloride to give the same products from the ene reaction of 4 in much better yields. Interestingly, this reaction proceeded with non-terminal olefins.

Expedient synthesis of perhaloaldehyde N-acyl hemiaminals

Various perhaloaldehyde N-acyl hemiaminals 1 are readily prepared in high yields by condensation of amides 7 with easily available perhaloaldehyde O-ethyl hemiacetals 8 or hydrates 9 in the presence of 5 A molecular sieves.