Intramolecular Reactions of Azidoalkenes. The 2-(Azidoalkyl)quinone Rearrangement

DOI: 10.1021/jo00183a045

Source and publish data:

Journal of Organic Chemistry p. 1676 - 1678 (1984)

Update date:2022-08-16

Topics: Rearrangement

Authors:

Schultz, Arthur G.

McMahon, Wayne G.

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Article abstract of DOI:10.1021/jo00183a045

Rearrangements of 2-(azidopropyl)-1,4-benzo- and -1,4-naphthoquinones give 2-(2-Δ¹-pyrrolinyl)-4-cyclopentene-1,3-diones and pyrrolidino<2,1-b>azepine-1,5-diones via intermediate triazolines.Acid-catalyzed triazoline isomerization to an isolable diazo enedione is reported.

Full text of DOI:10.1021/jo00183a045

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