15480-90-7Relevant academic research and scientific papers
Fluorine containing cyclopropanes: Synthesis of aryl substituted all-: cis 1,2,3-trifluorocyclopropanes, a facially polar motif
Fang, Zeguo,Cordes, David B.,Slawin, Alexandra M. Z.,O'hagan, David
, p. 10539 - 10542 (2019)
The syntheses of substituted all-cis-1,2,3-trifluorocyclopropanes are described for the first time. The three fluorines located on each of the cyclopropyl carbons with a stereochemistry where they are all on the same face of the cyclopropane, imparts a significant polarity to the molecule, and the inherent conformational rigidity and lowering of logP makes this motif attractive for exploration as a substituent for pharmaceuticals and agrochemicals research.
Stereoselective preparation of (Z)-α,β-difluorostyrenes and stereospecific conversion to (E)-α,β-difluoro-β-iodostyrenes
Davis,Burton
, p. 9217 - 9222 (2007/10/03)
Substituted aromatic iodides coupled with (E)-HFC=CFZnI (E:Z 95.5) under mild conditions, in the presence of catalytic Pd(PPh3)4, in DMF to give (Z)-α,β-difluorostyrenes in good yields. The coupling reaction was tolerant of a variety of functionalities. Isomerically pure (Z)-α,β-difluorostyrenes were readily converted to the corresponding (E)-α,β-difluoro-β- iodostyrenes in good yields by two methods; in one method, treatment of the (Z)-α,β-difluorostyrenes with LTMP at low-temperature gave vinyllithium reagents which were captured in situ with Bu3SnCl to form vinylstannanes. The intermediate vinylstannanes could be isolated or treated directly with I2 to give (E)-α,β-difluoro-β-iodostyrenes in a one-flask procedure. In a second approach, n-BuLi was utilized to pregenerate vinyllithium reagents which were quenched with I2 to afford (E)-α,β-difluoro-β-iodostyrenes.
Stereoselective preparation of (Z)-α,β-difluorostyrenes
Davis, Charles R.,Burton, Donald J.
, p. 7237 - 7240 (2007/10/03)
Substituted aromatic iodides couple with (E)-HFC = CFZnI, under mild conditions, in the presence of catalytic Pd(PPh3)4 in DMF to give the title compounds in good yield.
CONCURRENT LITHIATION OF COMPOUNDS CONTAINING -CH=CFCl AND -CF=CFH GROUPS
Yagupol'skii, L. M.,Cherednichenko, P. G.,Kremlev, M. M.
, p. 246 - 248 (2007/10/02)
The concurrent substitution of the hydrogen and chlorine atoms in α,β-difluorostyrene, α,β-difluoro-β-chlorostyrene, and 1,2-difluoro-1-chloroethene was studied.It was shown that the hydrogen and chlorine atoms in α,β-difluorostyrenes are substituted by l
REACTION DE PERHALOSTYRENES AVEC LES ORGANOLITHIENS. PREPARATION D'ARYL-1 ALCYNES-1 RAMIFIES PAR L'INTERMEDIAIRE D'ARYL FLUORO ACETYLENES
Martin, Sophie,Sauvetre, Raymond,Normant, Jean-F.
, p. 4329 - 4332 (2007/10/02)
Organolithium compounds react with 1-aryl 2-chloro 1,2-difluoroethylene to give derivatives of type Ar-C*C-R'.Hydrolysis of the intermediate carbanionic species yilds the corresponding α,β-difluorostyrenes.
