95019-53-7Relevant academic research and scientific papers
Novel features of iron-mediated radical reactions: An unusual mode of silyloxycyclopropane fission, and a new method for radical chain termination using CH2I2
Highton, Adrian,Volpicelli, Raffaella,Simpkins, Nigel S.
, p. 6679 - 6683 (2004)
Fe(NO3)3 mediated radical reactions of silyloxycyclopropanes derived from a range of bicyclic ketones are described, and include examples that undergo an unexpected regiochemical mode of cyclopropane cleavage. The inclusion of CHsub
Reaction of FeCl3 with 7-chloro-1-silyloxybicycloheptanes : A way to 2-(1-chloroalkylidene)cyclohexanones.
Blanco, L.,Mansouri, A.
, p. 3239 - 3242 (2007/10/02)
The regioselectivity of the FeCl3-promoted cleavage of the title compounds was studied : 2-(1,1-dichloroalkyl)cyclohexanones were obtained which were converted to 2-(1-chloroalkylidene)cyclohexanones by dehydrochlorination.
Free-Radical Chain Substitution Reactions (SH2') of Alkenyl-, Alkynyl-, and (Alkenyloxy)stannanes
Russell, Glen A.,Herold, Lourdes Lucas
, p. 1037 - 1040 (2007/10/02)
Free-radical chain substitution reactions of allyltributylstannane were observed with PhSSPh, PhCH2SSCH2Ph, PhSeSePh, PhSO2Cl, n-PrSO2Cl, or CCl3SO2Cl, where the attacking radicals leading to allylic rearrangement with displacement of Bu3Sn(radical) were PhS(radical), PhCH2S(radical), PhSe(radical), PhSO2(radical), n-PrSO2(radical), and CCl3(radical), respectively.Allylic rearrangement was also observed in the SH2' reaction of crotyltributylstannane with PhSSPh, PhCH2SSCH2Ph, PhSO2Cl, or n-PrSO2Cl.Propargyltriphenylstannane underwent SH2' substitution to form the allenic substitution products with PhSO2Cl, n-PrSO2Cl, CCl4, and CHCl3 while 2-butynyltriphenylstannane formed the 1,2-butadiene with PhSO2Cl or n-PrSO2Cl.Reaction of (1-cyclohexenyloxy)tributylstannane with CCl4 or BrCCl3 formed α-(trichloromethyl)cyclohexanone.With HCBr3 the initially formed α-(dibromomethyl)cyclohexanone readily underwent dehydrobromination to form α-(bromomethylene)cyclohexanone. tributylstannane formed α-(trichloromethyl)isobutyraldehyde with CCl4 or BrCCl3.Reaction with HCBr3 gave a mixture of α-(dibromomethyl)isobutyraldehyde and 1-(dibromomethyl)-2,2-dimethyloxirane.
