131535-34-7Relevant academic research and scientific papers
Activated sterically strained C=N bond in N-arylsulfonyl-p-quinonimines and diimines: V. Reaction with dialkyl phosphites
Avdeenko,Menafova
, p. 888 - 894 (2007/10/03)
N-arylsulfonyl-1,4-quinonimines with no activated sterically strained C=N bond alongside the other reaction pathways undergo a relatively rare process, that of 1,2-addition of dialkyl phosphites affording products of quinolide structure. With the N-arylsulfonyl-1,4-benzoquinonemonoimines possessing an activated sterically strained C=N bond the 1,2-addition of dialkyl phosphites predominates. With N-arylsulfonyl-1,4-naphthoquinonimines possessing an activated C=N bond the fraction of 1,2-adducts in the product mixture with 6,1-adducts increases.
Some reactions of new semiquinoid compounds derived from N-arylsulfonyl-p-quinonimines
Avdeenko,Zhukova
, p. 1482 - 1489 (2007/10/03)
Polyhalogenated semiquinoid compounds on the basis of N-arylsulfonyl-p-quinonimines react with reducing agents (zinc or sodium dithionite in acetic acid) with elimination of one or two hydrogen halide molecules, depending on the number of hydrogens at the sp3-hybridized carbon atoms, to give the corresponding benzoid structures. Dehydrohalogenation of the title compounds in chloroform in the presence of triethylamine leads to formation of quinonimines. N,N′-Bis(arylsulfonyl)-p-quinonediimine derivatives do not undergo dehydrohalogenation. Reactions with dialkyl hydrogen phosphites result mostly in 1,2-addition and formation of phosphorylated products; the reaction is likely to involve intermediate dehydrohalogenation to the corresponding quinonimines which can be isolated in the pure state.
