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Synthesis 1995; 1995(3): 242-244
DOI: 10.1055/s-1995-3908
short paper
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Tandem Addition-Bromofunctionalization of γ,δ-Unsaturated Grignard Reagents to Benzonitriles

Luc Dechoux* , Louis Jung, Jean-François Stambach
  • *Laboratoire de Chimie Thérapeutique, Université Louis Pasteur, Faculté de Pharmacie, 74 route du Rhin, F-67401 Illkirch, France
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Publication Date:
31 December 2000 (online)

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The tandem addition of but-3-enylmagnesium bromide to benzonitriles followed by electrophilic (Br+) trapping of the intermediate, afforded 2-aryl-5-bromomethyl-3,4-dihydro-2H-pyrroles in one step.

2,5-disubstituted-3,4-dihydro-2H-pyrroles - nitriles - 5-exo cyclization - Grignard addition - tandem addition-cyclofunctionalization