Thermal Functionalisation of Nitrogen Substituents: Formation of Dihydropyrrol-3-ones, Quinolin-4-ones, and Enaminoenaminones by Gas-phase Hydrogen Transfer Reactions

DOI: 10.1039/c39830000957

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 957 - 958 (1983)

Update date:2022-08-05

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Authors:

Gordon, Helen J.

Martin, Jane C.

McNab, Hamish

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Article abstract of DOI:10.1039/c39830000957

Pyrolysis of the aminomethylene Meldrum's acid derivatives (5-aminomethylene-2,2-dimethyl-1,3-dioxane-4,6-dione) (1), (7), (11), and (12) causes hydrogen transfer reactions which result in specific functionalisation of the amino substituent: tertiary amino substrates give 1,2-dihydropyrrol-3-ones (60percent) by ring closure, while secondary amino substrates give quinolin-4-ones (90percent) or enaminoenaminones (90percent).

Full text of DOI:10.1039/c39830000957

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