Intramolecular electrophilic rearrangements in saturated acyclic systems. C→N migrations of acetyl group

DOI: 10.1023/A:1013158208411

Source and publish data:

Russian Journal of Organic Chemistry p. 1061 - 1067 (2001)

Update date:2022-08-05

Topics:

Authors:

Gololobov

Galkina Galkina

Dovgan' Dovgan'

Krasnova

Petrovskii

Schmutzler

Karasar Karasar

Freitag Freitag

Jones Jones

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Article abstract of DOI:10.1023/A:1013158208411

Reactions between isocyanates and carbanions with an acetyl group at the carbanion center occur via rearrangement of the intermediate N-anions into isomeric C-anions by C→N-migration of the MeC(O) group. The acetyl group undergoes migration easier than the ethoxycarbonyl group. The P-zwitterionic rearrangement products were subjected to X-ray diffraction analysis.

Full text of DOI:10.1023/A:1013158208411

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