INTRAMOLECULAR ELECTROPHILIC DISPLACEMENT OF ACYL BY NITRO GROUP DURING ATTEMPTED SYNTHESIS OF 3-NITROCOUMARINS

DOI: 10.1016/S0040-4039(01)80983-7

Source and publish data:

Tetrahedron Letters p. 763 - 766 (1987)

Update date:2022-07-30

Topics:

Authors:

Benedikt, George M.

Traynor, Lee

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Article abstract of DOI:10.1016/S0040-4039(01)80983-7

2-Hydroxyacetophenones undergo upon nitration in acetic acid a substitution of the acyl by nitro group followed by an intramolecular 1,3-acyl shift reminescent of a retro-Fries rearrangement to yield phenyl esters.

Full text of DOI:10.1016/S0040-4039(01)80983-7

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Product name:Phenol, 4,5-dimethyl-2-nitro-, acetate (ester)

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