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Application of 2-substituted vinamidinium salts to the synthesis of 2,4-disubstituted pyrroles
The Journal of Organic Chemistry1990Vol. 55(15), pp. 4735–4740
Citations Over TimeTop 10% of 1990 papers
Abstract
A variety of 2-substituted vinamidinium salts react with a-amino acid esters under basic conditions to produce 2-carbethoxy-4-substituted-pyrroles in good yield. The overall process represents a short and efficient synthesis of highly functionalized pyrroles from a-substituted acetic acid precursors. Such reactions may involve the intermediacy of azomethine ylids or “pentadienyl like” anions. © 1990, American Chemical Society. All rights reserved.
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