The Journal of organic chemistry

A thermal cascade route to pyrroloisoindolone and pyrroloimidazolones

H McNab, RG Tyas

文献索引：McNab, Hamish; Tyas, Richard G. Journal of Organic Chemistry, 2007 , vol. 72, # 23 p. 8760 - 8769

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被引用次数: 15

摘要

Flash vacuum pyrolysis (FVP) of indol-1-ylacrylate derivatives 11 and 15 or the isomeric indol-3-ylacrylates 21, 22, and 24 at 925° C (0.05 Torr) provides pyrrolo [1, 2-a] indol-3-ones 2, 18, 28, and 29 in 53-90% yield by a cascade mechanism that involves a sigmatropic migration, elimination, electrocyclization sequence. Pyrrolo [1, 2-a] imidazol-5-ones 3 and pyrrolo [1, 2-c] imidazol-5-ones 4 were similarly obtained by FVP of corresponding 2, 5- ...