Diels-Alder cycloadditions of 2(1H)-quinolones having an electron-withdrawing group at the 3-position acting as dienophiles with dienes. |
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Authors: | R Fujita K Watanabe T Yoshisuji C Kabuto H Matsuzaki H Hongo |
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Institution: | Tohoku Pharmaceutical University, Sendai, Japan. refujita@tohoku-pharm.ac.jp |
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Abstract: | Diels-Alder cycloadditions of 2(1H)-quinolones having an electron-withdrawing group at the 3-position with alkyl- and silyloxy-1,3-butadienes (2a,b) were carried out to give phenanthridones richly functionalized regio- or stereoselectively under conditions of atmospheric and high pressure. Furthermore, regioselectivity and chemoselectivity of 3-substituted 2(1H)-quinolones to 2a, b were examined using MO calculation. |
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