13693-95-3Relevant academic research and scientific papers
Homolytic Alkylation of Enamines by Electrophilic Radicals
Russell, Glen A.,Wang, Keyang
, p. 3475 - 3479 (2007/10/02)
The electrophilic radicals R* = p-O2NC6H4CH2* or Me2C(NO2)* add readily to CH2=C(NMe)2 to yield RCH2C(NMe2)2* which undergoes electron transfer with p-O2NC6H4CH2Cl or Me2C(NO2)2 to regenerate R*.Hydrolysis yields p-O2NC6H4CH2CONMe2 and Me2C=CHC(NMe2)2(1+), respectively. p-Nitrobenzyl radicals add readily to N-pyrrolidino- or N-morpholino-1-cycloalkenes to yield after hydrolysis the α-(p-nitrobenzyl)cycloalkanones.Photostimulated alkylation of N-pyrrolidino-1-cycloalkenes by Me2C(NO2)2 is not observed although in competitive reactions between the enamine and Me2C=NO2Li, the product from attack of Me2C(NO2)* upon the eneamine double bond is formed.The N-pyrrolidino-1-cycloalkenes are more reactive toward p-O2NC6H5CH2 than their morpholine analogues.
NUCLEOPHILIC SUBSTITUTION IN ORGANOMERCURY HALIDES BY A FREE RADICAL CHAIN PROCESS
Russel, Glen A.,Hershberger, James,Owens, Karen
, p. 43 - 56 (2007/10/02)
Primary and secondary alkylmercury halides react with the salts of secondary nitroalkanes to afford tertiary nitroalkanes, mercury metal, and halide ion.The reaction is light initiated and is strongly inhibited by radical scavengers.Cyclized products resu
