THE SMILES REARRANGEMENT OF 4-NITROPHENYL N-HYDROXYCARBAMATE: THE INVOLVEMENT OF A SPIRO MEISENHEIMER COMPLEX OF A MONONITROBENZENE DERIVATIVE AS A TRANSIENT REACTION INTERMEDIATE

DOI: 10.1246/cl.1984.29

Source and publish data:

Chemistry Letters p. 29 - 32 (1984)

Update date:2022-08-16

Topics:

Authors:

Fitzgerald, Leonard R.

Blakeley, Robert L.

Zerner, Burt

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Article abstract of DOI:10.1246/cl.1984.29

In alkaline solution, 4-nitrophenyl N-hydroxycarbamate undergoes reaction by elimination to yield 4-nitrophenoxide ion, and by rearrangement to yield N-carboxy-4-nitrophenoxyamine.The effect of pH on the yield of the rearrangement product establishes that

Full text of DOI:10.1246/cl.1984.29

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