Thermolysis of allene-1,1-dicarboxamides: acceleration of the intramolecular Diels–Alder reaction by intramolecular hydrogen bonding and a novel bicyclo[2.2.2]- to bicyclo[3.2.1]-alkadiene rearrangement
- 1 January 1984
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 14,p. 900-901
- https://doi.org/10.1039/c39840000900
Abstract
Allene carboxanilides (5) with an additional geminal secondary carbamoyl group undergo intramolecular Diels–Alder reactions at rather low temperature (80 °C) to furnish the tricyclic lactams (6), which, in turn, isomerize to give the tricyclic lactams (8) at about 130 °C.Keywords
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