Reversible Friedel-Crafts acylations of 3-alkyl-1-(phenylsulfonyl)pyrroles: Application to the synthesis of an ant trail pheromone

Add time:07/24/2019    Source:sciencedirect.com

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.

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