Benzylidene-Thiolactone Rearrangement: Synthesis and Rearrangement of 5-Substituted 3-Benzylidene-4-thiolen-2-ones

DOI: 10.1021/jo00166a023

Source and publish data:

Journal of Organic Chemistry p. 3051 - 3053 (1983)

Update date:2022-08-05

Topics:

Authors:

Heindel, Ned D.

Conley, Richard A.

Minatelli, John A.

Boschelli, Diane Harris

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Article abstract of DOI:10.1021/jo00166a023

Condensation of 5-substituted 4-thiolen-2-ones (1) with aromatic aldehydes (2) in anhydrous ethanolic HCl generates the 3-benzylidene derivatives 3.These can be rearranged in base (benzylidene-thiolactone rearrangement) to 2,5-disubstituted thiophene-3-carboxylic acids (4, 5, or 6).

Full text of DOI:10.1021/jo00166a023

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