194720-38-2Relevant academic research and scientific papers
Isolation of the quinone mono O,S-acetal intermediates of the aromatic pummerer-type rearrangement of p-sulfinylphenols with 1-ethoxyvinyl esters
Kita,Takeda,Matsugi,Iio,Gotanda,Murata,Akai
, p. 1529 - 1531 (1997)
A versatile synthetic building block and evidence for the mechanism of the Pummerer-type rearrangement have been obtained in the form of the acetal intermediate B, isolated in the reaction of p-sulfinylphenols 1 to p-quinones 2 induced by acid anhydrides. Thus, a method is now also available for the efficient preparation of quinone monoacetals under nonoxidative conditions.
Facile and efficient sulfenylation method using quinone mono-O,S-acetals under mild conditions
Matsugi,Murata,Gotanda,Nambu,Anilkumar,Matsumoto,Kita
, p. 2434 - 2441 (2007/10/03)
A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.
A novel efficient sulfenylation method using quinone mono-O,S-acetals under mild conditions
Matsugi, Masato,Gotanda, Kentoku,Murata, Kenji,Kita, Yasuyuki
, p. 1387 - 1388 (2007/10/03)
A novel method for sulfenylation induced by aromatization of quinone mono-O,S-acetals is described.
Some recent advances in Pummerer-type reactions
Kita, Yasuyuki
, p. 145 - 164 (2007/10/03)
A highly enantiomeric excess in an asymmetric Pummerer-type rearrangement of chiral, non-racemic sulfoxides using O-silylated ketene acetal and the first successful Pummerer-type rearrangement on aromatic rings, are described.
