351195-17-0Relevant academic research and scientific papers
Nucleophilic gem-difluoro(phenylsulfanyl)methylation of carbonyl compounds with PhSCF2H in the presence of a phosphazene as a base
Punirun, Teerachai,Soorukram, Darunee,Kuhakarn, Chutima,Reutrakul, Vichai,Pohmakotr, Manat
, p. 4162 - 4169 (2014/07/08)
Direct nucleophilic gem-difluoro(phenylsulfanyl)methylation of carbonyl compounds has been achieved by use of difluoro(phenylsulfanyl)methane (PhSCF2H) and the phosphazene base P4-tBu in THF. Non-enolizable aldehydes and ketones are suitable substrates to undergo nucleophilic gem-difluoro(phenylsulfanyl)methylation, providing α-gem-difluoromethylated adducts in good yields. In addition, this methodology is also applicable with cyclic imides and acid anhydrides. Direct nucleophilic gem-difluoro(phenylsulfanyl)methylation of aromatic aldehydes and ketones, cyclic imides, and acid anhydrides with difluoro(phenylsulfanyl)methane (PhSCF2H) reagent was achieved in the presence of the phosphazene P4-tBu as a base. The corresponding adducts should be useful for further synthetic conversion into a variety of fluorinated compounds. Copyright
Difluoro(phenylchalcogen)methylation of aldehydes, ketones, and imines with S-, Se-, and Te-containing reagents PhXCF2H (X = S, Se, Te)
Hu, Mingyou,Wang, Fei,Zhao, Yanchuan,He, Zhengbiao,Zhang, Wei,Hu, Jinbo
experimental part, p. 45 - 58 (2012/03/27)
A series of sulfur-, selenium- and tellurium-containing (phenylchalcogen)difluoromethylation reagents PhSCF2H (1a), PhSeCF2H (1b), and PhTeCF2H (1c) were prepared, and their relative reactivity towards aldehydes, ketones,
α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds
Pohmakotr, Manat,Boonkitpattarakul, Kanhokthron,Ieawsuwan, Winai,Jarussophon, Suwatchai,Duangdee, Nongnaphat,Tuchinda, Patoomratana,Reutrakul, Vichai
, p. 5973 - 5985 (2007/10/03)
α,α-Difluoro-α-phenylsulfanyl-α-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an α,α-difluoro-α-phenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successful
Fluoride-induced nucleophilic (phenylthio)difluoromethylation of carbonyl compounds with [difluoro(phenylthio)methyl]trimethylsilane (TMS-CF 2SPh)
Prakash, G.K. Surya,Hu, Jinbo,Wang, Ying,Olah, George A.
, p. 529 - 534 (2007/10/03)
A fluoride-induced nucleophilic (phenylthio)difluoromethylation method using TMS-CF2SPh has been achieved. This new methodology efficiently transfers "PhSCF2" group into both enolizable and non-enolizable aldehydes and ketones to giv
Synthesis of α-(heteroarylthio)-α,α-difluoroacetophenone derivatives via the SRN1 methodology
Burkholder, Conrad,Dolbier Jr., William R,Médebielle, Maurice,Ait-Mohand, Samia
, p. 3459 - 3462 (2007/10/03)
New α-(heteroarylthio)-α,α-difluoroacetophenone Ar1-COCF2S-Ar2 derivatives 8-15 were synthesized in moderate to good yields via the SRN1 methodology, from the reaction of a series of chlorodifluoromethylated ketones 1-4 with aromatic and heterocyclic thiols 5-7. The corresponding Ar1-CHOHCF2S-Ar2 16-23 were also prepared in moderate yields, using sodium borohydride in absolute ethanol. The compounds may find some biological applications as potent anti-HIV-1 as well as useful synthons for agrochemicals.
