Synthesis of methyl 3-amino-4-aryl(or methyl)sulfonyl-2-thiophenecarboxylates from 3-alkoxy-2-aryl(or methyl)-sulfonylacrylonitriles
✍ Scribed by Chad E. Stephens; Matthew B. Price; J. Walter Sowell Sr.
- Book ID
- 102893937
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 570 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The synthesis of a series of methyl 3‐amino‐4‐aryl(or methyl)sulfonylthiophene‐2‐carboxylates by reaction of 3‐alkoxy‐2‐aryI(or methyl)sulfonylacrylonitriles with methyl thioglycolate in the presence of triethylamine is described. Hydrolysis/decarboxylation of the ester at the 2‐position and acylation of the resulting amine represents a convenient route to 4‐arylsulfonyl‐3‐carboxamidothiophenes. Attempted acylation of a title aminothiophene under standard conditions was unsuccessful.
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