325489-16-5Relevant academic research and scientific papers
Heteroaromatic tosylates as electrophiles in regioselective Mizoroki-Heck-coupling reactions with electron-rich olefins
Gogsig, Thomas M.,Lindhardt, Anders T.,Dekhane, Mouloud,Grouleff, Julie,Skrydstrup, Troels
supporting information; experimental part, p. 5950 - 5955 (2010/02/28)
Heteroaromatic 2-pyridyl tosylates were successfully applied as electrophiles in palladium(0)-catalyzed Mizoroki-Heck-coupling reactions to electron-rich olefins with complete aregioselectivity. This protocol represents a general strategy for the application of pyridyl tosylates and mesylates in the Mizoroki-Heck coupling. The catalytic system also proved adaptable to changes in the heteroaromatic core as well as large-scale applications. Finally, the synthetic utility of the functionalized α-heteroarylvinyl amides was established providing straightforward access to highly functionalized heteroaromatic compounds including chiral benzylic amide derivatives.
Novel synthesis of tetrahydro-2(1H)-quinolones using Diels-Alder reactions of 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group
Fujita, Reiko,Watanabe, Kazuhiro,Ikeura, Wakako,Ohtake, Yohsuke,Hongo, Hiroshi,Harigaya, Yosihiro,Matsuzaki, Hisao
, p. 8841 - 8850 (2007/10/03)
A novel synthetic methodology of preparing tetrahydro-2(1H)-quinolones by Diels-Alder reactions between 2-methyl- and 2,3-dimethyl-1,3-butadienes and 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group at the 5-position is presented. Furthermore, the site-selectivity analyses based on MO calculations of the 5-substituted 2(1H)-pyridones acting as the dienophiles are described.
Novel synthesis of tetrahydro-2(1H)-quinolones using Diels-Alder reactions of 1-arylsulfonyl-2(1H)-pyridones acting as dienophiles
Fujita, Reiko,Watanabe, Kazuhiro,Ikeura, Wakako,Ohtake, Yosuke,Hongo, Hiroshi
, p. 2607 - 2610 (2007/10/03)
1-Arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group at the 5-position were prepared, and the first example is presented relating to a novel synthetic methodology of tetrahydro-2(1H)-quinolones by Diels-Alder reactions of those with 2,3-dimethyl-1,3-butadiene.
