Reversible Friedel-Crafts acylations of 3-alkyl-1-(phenylsulfonyl)pyrroles: Application to the synthesis of an ant trail pheromone
Autor: | P. G. Seybold, Dong Xiao, James H. Cook, Jeffrey A. Schreier, Daniel M. Ketcha |
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Rok vydání: | 1996 |
Předmět: | |
Zdroj: | Tetrahedron Letters. 37:1523-1526 |
ISSN: | 0040-4039 |
DOI: | 10.1016/0040-4039(96)00098-6 |
Popis: | Friedel-Crafts acylations of 3-alkyl-1-(phenylsulfonyl)pyrroles appear to be kinetically favored at the adjacent C-2 position but rearrangement to the C-5 position can occur after prolonged reaction times. This reversible Friedel-Crafts methodology has been employed for the synthesis of the ant trail pheromone, methyl 4-methylpyrrole-2-carboxylate. |
Databáze: | OpenAIRE |
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