317339-57-4Relevant academic research and scientific papers
Cycloaddition reactions of 4-sulfur-substituted dihydro-2-pyridones and 2-pyridones with conjugated dienes
Chou, Shang-Shing P.,Chen, Pong-Won
, p. 1879 - 1887 (2008/09/17)
Cycloaddition reactions of sulfoxide- and sulfone-substituted dihydro-2-pyridones and 2-pyridones with electron-rich dienes gave new bicyclic and tricyclic products in good to fair yields. The reactivity, regioselectivity, and stereoselectivity of these r
[4+2] Cycloaddition reactions of 4-sulfur-substituted 2-pyridones with electron-deficient dienophiles
Chou, Shang-Shing P.,Wang, Hui-Chen,Chen, Pong-Won,Yang, Chun-Han
, p. 5291 - 5297 (2008/09/21)
[4+2] Cycloaddition reactions of 4-(phenylthio)-1-tosyl-2-pyridone (6a) and 4-(phenylsulfonyl)-1-tosyl-2-pyridone (6b) with electron-deficient dienophiles 7 (N-methylmaleimide, N-phenylmaleimide, and methyl acrylate) gave new isoquinuclidine products 8-10. The N-tosyl group of 6a and 6b was also efficiently converted to N-alkyl derivatives 6c-f, which showed different stereoselectivity toward reactions with dienophiles 7. Several other dienophiles 15 (dimethyl acetylenedicarboxylate, methyl vinyl ketone, ethyl vinyl ether, and methyl methacrylate) were found not to react with 6a or 6b, but led to the formation of tosyl migration products 4-(phenylthio)-O-tosyl-pyridinol (16a) and 4-(phenylsulfonyl)-O-tosyl-2-pyridinol (16b), respectively. The reactivity, regioselectivity, and stereoselectivity of the cycloaddition reactions were also compared with semi-empirical calculations.
Synthesis and applications of tetrahydro-2-pyridinones via aza-Diels - Alder reactions of thio-substituted 1,3-dienes with arylsulfonyl isocyanates
Chou,Hung
, p. 2450 - 2462 (2007/10/03)
The first aza-Diels - Alder reactions of arylsulfonyl isocyanates with thio-substituted 1,3-dienes via the 3-sulfolene precursors 1 gave the cyclized products 3 with complete control of chemo- and regioselectivity. The cyclized products 3a and 5 underwent further reactions with nucleophiles and bases to give useful heterocyclic compounds. The N-tosyl group of the cyclic products could be selectively replaced by hydrogen or another substituent.
Aza-Diels-Alder reactions and synthetic applications of thio-substituted 1,3-dienes with arylsulfonyl isocyanates
Chou,Hung
, p. 8323 - 8326 (2007/10/03)
The first aza-Diels-Alder reactions of arylsulfonyl isocyanates with thio-substituted 1,3-dienes via the 3-sulfolene precursors 1 gave the cyclized products 3 with complete control of regio- and chemoselectivity. The cyclized products 3a and 4 underwent further interesting reactions with nucleophiles and bases to give useful heterocyclic compounds. (C) 2000 Elsevier Science Ltd.
