REVERSIBLE FRIEDEL-CRAFTS ACYLATIONS OF 3-ALKYL-1-(PHENYLSULFONYL)PYRROLES - APPLICATION TO THE SYNTHESIS OF AN ANT TRAIL PHEROMONE

Citation
D. Xiao et al., REVERSIBLE FRIEDEL-CRAFTS ACYLATIONS OF 3-ALKYL-1-(PHENYLSULFONYL)PYRROLES - APPLICATION TO THE SYNTHESIS OF AN ANT TRAIL PHEROMONE, Tetrahedron letters, 37(10), 1996, pp. 1523-1526
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
10
Year of publication
1996
Pages
1523 - 1526
Database
ISI
SICI code
0040-4039(1996)37:10<1523:RFAO3>2.0.ZU;2-I
Abstract
Friedel-Crafts acylations of 3-alkyl-1-(phenylsulfonyl)pyrroles appear to be kinetically favored at the adjacent C-2 position but rearrangem ent to the C-5 position can occur after prolonged reaction times. This reversible Friedel-Crafts methodology has been employed for the synth esis of the ant nail pheromone, methyl 4-methylpyrrole-2-carboxylate.