86980-68-9Relevant academic research and scientific papers
Reaction of anthrone and its 1- and 4-substituted derivatives with sulfur in the presence of nucleophiles
Loskutov
, p. 1478 - 1481 (2007/10/03)
Anthrone and its 1-substituted derivatives react with molecular sulfur in the presence of nucleophiles (aromatic amines, hydrazine, substituted hydrazines, and malononitrile) to give intermediate monothioanthraquinones which are then converted into mixtures of the corresponding anthraquinones and 10-imino-, 10-hydrazono-, or 10-dicyanomethylene-9,10-dihydroanthracen-9-ones. Unlike 1-substituted derivatives, 4-substituted anthrones react with sulfur in the presence of phenylhydrazine to give only 1-substituted anthraquinones.
REACTIONS OF IMINODIMAGNESIUM REAGENTS WITH 1,4-QUINONES: THEIR STRUCTURAL FACTORS GOVERNING THE MODES OF REACTIONS
Matsuo, Koji,Shiraki, Ryuji,Okubo, Masao
, p. 567 - 577 (2007/10/02)
Reactions of benzo-, naphtho- and anthraquinone derivatives (unsubstituted and substituted) with aryliminodimagnesium and aryloxymagnesium of a weak electron-donating ability were studied.In addition to the reduction products (quinhydrones and hydroquinones), nuclear substitution and condensation (with =C=O) products were formed.The efficiency of single electron transfer (SET) from ArN(MgBr)2, evaluated by the relative values of the difference between the oxidation and reduction potentials of the reactants (ΔE=Eox-Ered), varies with the electron-accepting power of quinones. ΔE governs the modes of semiquinone appearance (ESR signals) and the relative amounts of the heat of reactions, reflecting the types and yields of the products.It is concluded that condensation products of both components are produced in the reactions of quinones with the lower SET efficiency by the presence of a fused benzene ring or MeO substituent.The structure-reactivity relationship proposed previously for reactions of various magnesium reagents is extended in the reactions with a variety of quinones even in cases of higher SET efficiency.
Aryliminodimagnesium Reagents. VI. The Reactions with Conjugated Carbonyl Compounds. The Initial Coordination and the Electron-transfer in the Reactions of Organomagnesium Reagents
Okubo, Masao,Yoshida, Masatoshi,Horinouchi, Kotomi,Nishida, Hiroshi,Fukuyama, Yoshinori
, p. 1196 - 1202 (2007/10/02)
The reactions of aryliminodimagnesium reagents (ArN(MgBr)2) with benzylideneacetophenones, quinones, and benzils were examined.Among the product-distributions in the reactions with the enones and the α-diketones, some examples in which p-MeO-substituted s
