Thermolysis of Allene-1,1-dicarboxamides: Acceleration of the Intramolecular Diels-Alder Reaction by Intramolecular Hydrogen Bonding and a Novel Bicyclo- to Bicyclo-alkadiene Rearrangement

DOI: 10.1039/c39840000900

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 900 - 901 (1984)

Update date:2022-08-04

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Authors:

Himbert, Gerhard

Diehl, Klaus

Maas, Gerhard

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Article abstract of DOI:10.1039/c39840000900

Allene carboxanilides (5) with an additional geminal secondary carbamoyl group undergo intramolecular Diels-Alder reactions at rather low temperature (80 deg C) to furnish the tricyclic lactams (6), which, in turn, isomerize to give the tricyclic lactams (8) at about 130 deg C.

Full text of DOI:10.1039/c39840000900

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