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- W2911680968 abstract "Like the Diels-Alder cycloaddition reaction of 2- and 3-vinylindoles to give carbazoles, the cycloaddition of 2- and 3-vinylpyrroles to give indoles is a well-established methodology. An early study was reported by Hiremath and Schneller, where loss of nitrous acid was the driving force for aromatization. Acheson and Woollard described the reaction between acetylacetylene and pyrrole to form 2-vinylpyrrole 1, indole 2, and 1,3,5- triacetylbenzene. Another pioneer in the Diels-Alder reactions of vinylpyrroles was Noland, who also developed the reactions of vinylindoles to yield carbazoles. Jones and his colleagues were equally active in this cycloaddition chemistry of vinylpyrroles. In a tactic to thwart the formation of dihydroindoles, Jones used an excess of methyl propiolate to convert the initial adduct to a second Diels-Alder cycloadduct that subsequently loses ethene by a retro- Diels-Alder reaction to afford the dimethyl 1-methyl (phenyl)-4,7-dicarboxylates." @default.
- W2911680968 created "2019-02-21" @default.
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- W2911680968 date "2016-06-17" @default.
- W2911680968 modified "2023-09-23" @default.
- W2911680968 title "Cycloaddition Syntheses from Vinyl Pyrroles" @default.
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- W2911680968 doi "https://doi.org/10.1002/9781118695692.ch60" @default.
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