ChemInform Abstract: Reversible Friedel-Crafts Acylations of 3-Alkyl-1-(phenylsulfonyl) pyrroles: Application to the Synthesis of an Ant Trail Pheromone

Autor: P. G. Seybold, Jeffrey A. Schreier, James H. Cook, Dong Xiao, Daniel M. Ketcha
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 27
ISSN: 0931-7597
DOI: 10.1002/chin.199625113
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