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
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