65063-38-9Relevant academic research and scientific papers
A facile preparation method for α,α-difluoroalkanecarboxylic acids and esters. A formal difluoromethylene insertion to alkanecarboxylic acids using radical reaction
Okano, Takashi,Takakura, Nobuyuki,Nakano, Yuko,Okajima, Asako,Eguchi, Shoji
, p. 1903 - 1920 (2007/10/02)
Various alkyl radicals generated by the photoreaction of a series of Barton esters reacted with 1,1-dichloro-2,2-difluoroethene to give radical adducts as the major product accompanied with self-trapping products. Primary, secondary, tertiary, benzyl, and some unsaturated alkyl radicals as well as those with another functional group such as ether, carbonyl, and azide were applicable. Barton esters of diacids also afford 1:2 adducts with a small amount of 1:1 adducts and bis-self-trapping products except for the succinic case. These adducts were hydrolyzed with AgNO3/H2O-THF to α,α-difluoroalkanecarboxylic acids and methanolyzed with AgNO3/MeOH to the corresponding methyl esters. 4-Azido-2,2-difluorobutylic acid and the methyl ester were converted to difluoro-GABA and difluoro-γ-lactams.
FORMATION OF CONDENSED SULFUR-NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS THROUGH TRANSFORMATIONS OF ALLYL-2-PYRIDYLSULFIDE AND -SULFOXIDE
Litvinova, V. V.,Solodovnikov, V. E.,Anisimov, A. V.,Viktorova, E. A.
, p. 709 - 711 (2007/10/02)
Allyl-2-pyridylsulfide gives upon heating in tetraline and DMF a mixture of 2-methyl-2,3-dihydrothienopyridine, dihydrothiopyranopyridine, and a mixture of sulfides and disulfides which are formed upon recombination of thiyl radicals.The S-oxide of this sulfide forms only 2-methyl-2,3-dihydrothienopyridine of cyclic compounds, which indicates a predominant 2,3- and not 3,3-sigmatropic rearrangement.
