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- W3185983147 abstract "The p -TsOH-catalyzed Diels–Alder reaction of 3-(indol-3-yl)maleimides with chalcone in toluene at 60 °C afforded two diastereoisomers of tetrahydropyrrolo[3,4 -c ]carbazoles, which can be dehydrogenated by DDQ oxidation in acetonitrile at room temperature to give the aromatized pyrrolo[3,4 -c ]carbazoles in high yields. On the other hand, the one-pot reaction of 3-(indol-3-yl)-1,3-diphenylpropan-1-ones with chalcones or benzylideneacetone in acetonitrile in the presence of p -TsOH and DDQ resulted in polyfunctionalized carbazoles in satisfactory yields. The reaction mechanism included the DDQ oxidative dehydrogenation of 3-(indol-3-yl)-1,3-diphenylpropan-1-ones to the corresponding 3-vinylindoles, their acid-catalyzed Diels–Alder reaction and sequential aromatization process." @default.
- W3185983147 created "2021-08-02" @default.
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- W3185983147 date "2021-09-16" @default.
- W3185983147 modified "2023-09-29" @default.
- W3185983147 title "Efficient synthesis of polyfunctionalized carbazoles and pyrrolo[3,4<i>-c</i>]carbazoles via domino Diels–Alder reaction" @default.
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- W3185983147 doi "https://doi.org/10.3762/bjoc.17.159" @default.
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