177747-66-9

Upstream product

• 930-69-8 sodium thiophenolate 
• 108-98-5 thiophenol 

Downstream Products

• 179239-02-2 (2S,3R)-1,1,1-Trifluoro-3-phenyl-3-phenylsulfanyl-propan-2-ol 
• 179239-03-3 (2R,3R)-1,1,1-Trifluoro-3-phenyl-3-phenylsulfanyl-propan-2-ol 

Relevant academic research and scientific papers

Comparative study of the ring opening of 1-CF3-epoxy ethers mediated by Br?nsted acids and hexafluoro-2-propanol

In order to evaluate more deeply the nature of the activation of oxirane ring opening reactions by HFIP, ring opening of both CF3-epoxy ethers 1a (R = Ph) and 1b (R = CH2CH2Ph) with HFIP alone, and with hard (MeOH) or soft (PhSH) nucleophiles in HFIP, were investigated and compared to reactions performed with Br?nsted acids. Nucleophilic ring opening reactions in HFIP were facilitated with PhSH and only α-substituted trifluoromethyl ketone 5 was isolated (nucleophilic ring opening), while with MeOH, both processes, nucleophile and electrophile-assisted ring opening were in competition. In the Br?nsted acid-catalysed ring opening of 1-CF3-epoxy ethers 1 in HFIP, only the acid-catalysed ring opening process occurred with an inversed regioselectivity.

Synthesis of 3-(alkylthio and phenylthio)-1,1,1-trifluoroalkan-2-ones via ring opening of epoxy ethers

Regioselective ring opening of 1-trifluoromethyl epoxy ethers 2 was achieved with alkyl and phenyl sodium thiolates to afford new 3-(alkylthio and phenylthio)-1,1,1-trifluoroalkan-2-ones 3-5 in good yields.