Imidoylketene-oxoketenimine rearrangement. Facile 1,3-shift of an alkoxy group

DOI: 10.1016/0040-4039(95)01283-N

Source and publish data:

Tetrahedron Letters p. 6547 - 6550 (1995)

Update date:2022-09-26

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Authors:

Fulloon Fulloon

El-Nabi El-Nabi

Kollenz Kollenz

Wentrup Wentrup

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Article abstract of DOI:10.1016/0040-4039(95)01283-N

Thermal CO extrusion from 2,3-dihydropyrrole-2,3-dione 3 generates imidoylketene 4, which cyclizes to 2-methoxy-4-quinolone (6). Using flash vacuum pyrolysis and low temperature IR spectroscopy, it is shown that 4 interconverts with ketenimine 5 prior to cyclization to 6.

Full text of DOI:10.1016/0040-4039(95)01283-N

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